sailboat charter islamorada

Islamorada Sailing

The perfect place to sport fish as you have access not only to the Atlantic Ocean but also to the Florida Bay Sea. There are many onshore tourist attractions to visit too - the theatre of the sea with its marine wildlife and sea shows and the rain barrel and treasure village artist complexes.

• Private Charters
• Our Captains
• Our Location
• Nature Cruise
• Private Sunset Cruise
• The Islamorada Sandbar
• Florida Everglades Tour
• Private Snorkeling

Snorkeling - Sandbar - Nature - Sunset All in one day

You Can Text Us!

Private Boat Charters in Islamorada, Florida Keys

You book the boat, & bring whoever you would like. 

We provide the licensed captain!

 All of our charters are private. 

So that means its just you, the captain and your group! 

We can accommodate groups of up to 12 guests on each charter.

DOGS WELCOME!

Islamorada Private Boat Charters

Private boat charter, alligator lighthouse snorkeling private charter, islamorada sandbar private charter.

Our Most Popular Option!

 On a Private Boat Charter, 

your group has the choice of

-Snorkeling

 -To the Islamorada Sandbar

 -Through the Mangroves Islands 

-To Alligator Reef Lighthouse

-And More, All in One Trip! 

It's up to you what we do!

Choose between Two, Three, or Four Hour options.  Starting at $395.

All equipment is provided.

Want to go to the  Islamorada Sandbar?

 Our Sandbar Charters can take groups of up to 12 out to the Islamorada sandbar! 

Hop aboard our custom 26' power catamaran for a relaxing day at the Islamorada Sandbar. 

We provide the drinks, floats, water toys 

and music! Bring your swimsuit and we will take care of the rest!

 2.5 and 4 hour options available!

Starting at $419.

Go snorkeling at Alligator Reef Lighthouse! 

Our Coral Reef is home to 1000's of colorful reef fish, turtles and other sea creatures! 

Book a private snorkeling charter with us and swim around in our ocean-sized Aquarium!

 All Snorkeling equipment provided.

Two Hour Charter

Lobster Fishing & Snorkel Private Charter

Mangrove nature & wildlife private cruise.

Snorkel in the shallow waters of the Florida Keys in search of lobster to catch for dinner! We will clean the lobsters you catch, and they are yours to keep! Bring them to one of our local restaurants and they will cook them up for dinner!

We provide all the lobstering equipment and fishing licenses, and can even teach you how to do it if its your first time!

 Four Hour Charter

Up to 6 People. Fishing license included.

Hop aboard for a private, two-hour guided nature cruise through the mangroves of Islamorada in the Florida Keys! 

During the trip, look for local wildlife like dolphins, manatees, stingrays, tarpons, or even crocodiles!

Approximately 2 Hours

Islamorada Sunset Cruise Private Charter

 Enjoy a Private Sunset Cruise on the waters of the beautiful Florida Bay in Islamorada at Sunset!

Sit back and relax and watch the sun go down on our Custom 26' Power catamaran, while sipping on an adult beverage with your favorite companions! Drinks included.

Dog Friendly. Families welcome! 

Florida Everglades National Park Guided Tour

Hop onboard as we head deep 

into the waters of 

Florida Everglades National Park 

on this guided, 4-hour private tour. 

Halfway through the tour, we stop and have lunch on one of over 10,000 islands in the national park. 

Officially Licensed Operator of 

 Everglades National Park. 

 Lunch and Drinks Included. 

Light-Tackle Family Fishing

Want to go bend a rod??

 Our Light-Tackle Family Fishing Charters are perfect for the novice angler. 

We offer fishing for families our coral reef or in the mangroves of the Florida Bay. 

Kids encouraged! 

Up to 4 People Per Group 

All fishing gear and licenses provided.

Catch and Release  

4 Hours. $749  

Memorial Service at Sea

Have a loved one that loved the ocean? 

On this private charter, you can spread your loved one's ashes in the Atlantic Ocean from our boat with your closest family and friends. Spreading a loved one's ashes can be tough. Leave the planning and details to us. 

Our Friends and Who we Recommend

Florida everglades backcountry fishing w/ captain mike walter of spartan charters.

For backcountry fishing in the Florida Everglades, we recommend Spartan Charters with Capt. Mike Walter

He captains a 24ft Lake & Bay boat which provides a stable fishing platform for the whole family to enjoy. He even offers bully-netting charters during lobster season.

 Full-days, Three-quarter, and half-days and specialty trips offered. Located at Bud N' Marys Marina in Islamorada

Offshore and Deep Sea Fishing w/ Capt. Shannon and Enigma Fishing Charters

For our offshore fishing charters, we recommend with Enigma Fishing Charters and Capt. Shannon Attales. 

On his custom built 35" "Triple H" luxury offshore catamaran, you can fish for Mahi-Mahi, Tuna, or Sailfish. Just to name a few.

 Full-days, half-days and specialty trips offered. Located at Worldwide Sportsman Marina in downtown Islamorada

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Islamorada Private Charters

[email protected] (305) 395-9691

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Copyright © 2024 Islamorada Private Charters - All Rights Reserved.

"Escape Reality on a Private Charter"

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• Boats 35-70 Feet
• Yachts 71-99 Feet
• Mega Yachts 100+ Feet
• Day Charters
• Dining Charters
• Term Charters
• Corporate Charters
• Aventura, Florida
• Fort Lauderdale, Florida
• Key Biscayne, Florida
• Miami, Florida
• Miami Beach, Florida

Islamorada, Florida

• Duck Key, Florida
• Key Largo, Florida
• Key West, Florida
• Little Torch Key, Florida
• Bimini, Bahamas
• Nassau, Bahamas
• Reservations

This is truly a gem in the keys, it is a quaint little town tucked away in the tropics with all the charm of small island living. On our Islamorada yacht charters, you will experience aqua blue waters as far as the eye can see. The islands of Islamorada offer a place for everyone in your family for adventurous activities, fine dining, tranquil sunsets, day shopping, beachfront cocktails, or sunset cruises. Let us cater to your every desire on your own private yacht on Islamorada yacht charters. Things to do in Islamorada- • Theatre of the Sea • History of Diving Museum • Islamorada Yacht Charters • Florida Keys Brewing Company • Old Road Gallery • Snorkeling • Scuba Diving

Dining in Islamorada- • Bayside Gourmet • Midway Café • Islamorada Yacht Charters onboard dining • Meat Eatery and Taproom • Mangrove Mike’s Cafe • Lazy Days • Chef Michael’s • Green Turtle Inn

Islamorada is and island of paradise that is only ninety minutes from Miami, that you can explore by sea aboard a luxury yacht charter. Islamorada is known to be the Sport fishing capital of the world. Although there is no fishing allowed on the yacht, there are many ways for us to schedule this for you while you are visiting Islamorada. Take a trip with Islamorada yacht charters and let our professionally crewed staff and highly qualified personnel create an unforgettable experience. This makes for the ultimate family vacation to get away and enjoy and island that entices all of the senses. Interested in the best fresh seafood that money can buy? You have come to the right place.

Islamorada Yacht Charters are just a phone call away, please visit our reservations page and send us some information and our yacht charter specialists will reach out to you to plan the vacation of your dreams.

Islamorada 76 ° overcast clouds humidity: 84% wind: 17mph ESE H 76 • L 75 77 ° Fri 77 ° Sat 76 ° Sun 76 ° Mon Weather from OpenWeatherMap

• 305-619-0140

Private Liveaboard Classes

Florida keys sailing, come sail with us.

Proud Member of the ASA

At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. “Learn to Sail” or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers.

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

No one else except YOUR Party is ever on-board. This means you will learn more by having more time DOING, not WATCHING someone else sail. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing.

Or download the form here

Fun on the Waves

Our Classes

To learn more about the liveaboard classes we offer, visit our classes page

2 DAY BASIC FUNDAMENTALS OF SAILING

Designed for beginners who want the best introduction to the exciting sport of sailing. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. They will leave as very competent Crew Members.

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. Classes available are year round on demand based on your travel plans.

5 DAY BASIC COASTAL CRUISING OR 101 & 103

Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans.

5 DAY BAREBOAT CRUISING OR 103 & 104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock

3/1 DAY ADVANCED COASTAL CRUISING OR 106

Cruise a sailboat during nighttime hours in most wind and sea conditions. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. Offered all year on demand based on your travel plans. 3 Days and 3 Nights…Privately Living Aboard

7 DAY BAREBOAT CRUISING OR 101, 103 &104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. Offered all year long on demand based on your travel plans. 7 Days and 6 Nights…Privately Living Aboard at our Dock

3 DAY FAST TACK TO CRUISING ASA 101 & 103

It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Both combined into a 3 Day / 2 Night Live aboard Class. Prior sailing experience before enrolling is advised. Only $2,039 per student! And better yet…a second student enrolls for FREE!

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

It’s the fastest and least expensive way to get these 3 - ASA Certifications. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Prior sailing experience before enrolling is advised. Only $3,599 per student! And better yet…a second student enrolls for FREE!

Testimonials

Daysailing & charters, we offer both daysailing and charters, click below to learn more.

• SAILING LOCATION: Keys Fisheries & Marina 35th St Gulfside, MM 49 Marathon, FL 33050
• By Mail: Florida Keys Sailing 5171 Overseas Hwy #504407 Marathon, FL 33050
• By E-Mail: [email protected]
• By Telephone: 305-619-0140
• Marathon Chamber of Commerce
• Get Knotted - Animated Knots
• Sombrero Lighthouse Data and Marine Forecast

Copyright© 2020 Florida Keys Sailing™, LLC

Florida Keys Boat Charters |  Islamorada Sandbar, Snorkel & Tours  

Islamorada, FL A great location for family friendly events & water activities for visitors. 

Private Boat Charters in The Florida Keys

Let us take you on an all inclusive fun and/or relaxing trip to visit the world famous Islamorada Sandbar or check out one of the many services we offer! A licensed Captain and a qualified First Mate will be on board to cater to any of your needs with years of experience in boating.

Our PICK-UP location is at IslaMarina - 85920 Overseas Highway, Islamorada, FL 33036 (If you would like to get picked up at a specific location, please feel free to reach out and we will try our best to accommodate you to your needs.)

Please feel free to send us an email/text or call if you have any questions or concerns. 

Email: [email protected]

Phone: (305)776-3694

Family Friendly | Pet Friendly

{Se Habla Español | Mówimy Po Polsku}

The Hurricane - Deck Boat 24' Vessel

This boat comes complete with a stylish "sea dek" (great for photos) and a JL audio speaker system with a wireless bluetooth connection.  A built-in bimini top will provide shade towards the back half of the boat. Cooler space, ice and waters will be available upon pick-up time. Guests may bring food or beverages on board. This boat charter includes: A stand-up paddleboard, a 9x5 floating water mat, floats, water toys and snorkel gear.

The So|Flow - Our Catamaran/Pontoon 26' Vessel

Built for cruising, not for speed, this boat charter includes : 

2 Stand-up paddleboards for hands on experiences with help for beginners from our staff. A 9x5 floating water mat, floats, water toys & more! A built-in bimini top will provide shade towards the back half of the boat. Cooler space, ice and waters will be available upon pick-up time. Guests may bring food or beverages on board. 

The capacity of our vessels are 6 people MAX (due to coast guard regulations). We do have an option to use two vessels for parties of 7-12; keeping both boats side by side throughout the whole experience. If you have any larger parties than 12 please feel free to send us an email and we can try and accommodate you and your guests.

Lightly Salted Charters

Florida keys charter activities.

Embark on the Ultimate Florida Keys Adventure on our 2015, 26′ Twin Vee with Captain Zander: From Flats to Offshore Fishing, Snorkeling Tours, Sandbar Getaways & Mesmerizing Sunsets!

Our Charters

Multi-activity charters.

Craft your custom adventure: Snorkeling, sandbar & sunset tours, fishing, and spearfishing—all in one unforgettable journey in Islamorada, Florida!

Fishing Charters

Dive into offshore fishing adventures in Islamorada, Florida, where we craft fully custom trips for every angler!

Custom Charters

Embark on epic, fully custom adventures in Islamorada, Florida. Dive into snorkeling, sandbar & sunset tours, and reel in the excitement of fishing and spearfishing—all in one unforgettable journey

Sunset Cruises

Experience the magic of sunset tours in Islamorada and Key Largo. Unwind and watch the world transform as the sun dips below the horizon.

Sandbar Trips

Plunge into the fabulous waters of the Florida Keys with Lightly Salted Charters. Our all-inclusive Islamorada sandbar tour takes you to the world-famous Islamorada Sandbar for an unforgettable vacation. Your adventure, our pleasure

Snorkeling Charters

5-Star Private Snorkeling Tours. The Most Fun You Can Have In The Florida Keys! Turn your Florida vacation into one you’ll remember forever! Come snorkel through all the fabulous coral reefs with our expert snorkel guide.

Join Us on a Trip You Won't Forget

Are you looking for a great way to spend time with those you love while exploring the breathtaking scenery nature has to offer?

Plan your next adventure with one of Florida’s most note-worthy private charter boats: twenty six foot Twin Vee Ocean Cat, headed by Captain Zander.

Book a trip with Lightly Salted Charters so you can learn from our captain’s vast knowledge of the area and experience all the exciting things the ocean has to offer.

Who Are We?

Lightly Salted Charters is a top-quality boat charter Florida company. We offer our guests a unique and intoxicating time sailing the ocean, whether on guided boat tours, snorkeling charters, or sandbar trips that will keep you entertained and invested for hours.

Islamorada, FL, offers some of the most gorgeous natural scenery out there, and our boat trips will ensure you see everything from the delicate reefs to the most elusive wildlife and everything in between.

• Reef fishing
• Private sunset cruises
• Shark and tarpon fishing
• Large group multi-activity tours

While each boat can hold a maximum of six passengers at once, it doesn’t mean you can’t schedule a big event. We can add another boat or two to accommodate your crowd. Celebrate as one group or take on various experiences at different times.

Book Your Islamorada, FL Private Boat Tour Today

Enjoy the sites and sounds of the ocean with our crew. Your Lightly Salted boat tour will come up in your family and friends’ memories for years to come.

Schedule your private charter boat tour with Florida’s Lightly Salted Charters.

lightly_salted_charters

Islamorada, FL. PRIVATE & CUSTOM charters for sandbar, sightseeing, snorkel, fishing, eco-tours, and more! (305)205-3500

Contact Info

• 305-205-3500
• [email protected]
• WhatsApp 305-205-3500
• 80500 Overseas Hwy, Islamorada, FL 33036

Book Direct

Full refund is granted if cancellation request is confirmed more than 48 hour in advance of the charter time by phone or text. Weather conditions to be determined the morning of the charter, with full refund if we cancel due to dangerous weather. Please understand the reason for our cancellation policy: Within 48 hours prior to your charter, we will not likely re-book the date you had chosen, your food/drink purchases have already been made, and we owe the captain/mate at least a portion of their lost wages. Thanks for your understanding. Cancel by phone/text at 305-205-3500 .

© 2022 -2024 All Rights Reserved | Sitemap

Key Largo Adventures

Islamorada boat tours, snorkeling, & more, new luxury pontoon boat upgrade bbq grill option. call/text or click 305-975-4885.

• Most popular!

Half-Day Multi-Activity Charter

Come to the Florida Keys and enjoy our Multi-Activity Charters to the Sandbar, and add either snorkel at the reef or bayside sights. Explore the Islamorada Sandbar on stand-up paddle boards. Relax on floats. Dance to bluetooth stereo. Bring a lunch/snacks/drinks aboard, or upgrade to boat with BBQ Grill!

• Hour Glass 3 or 4 hours

Most Popular Islamorada excursions

• Hour Glass 6 hours

Full-Day Private Multi-Activity Boat

Come to the Florida Keys and enjoy our Multi-Activity Charters to the Sandbar, and add either snorkel at the reef or bayside sights. Explore the Islamorada Sandbar on stand-up paddle boards. Relax on floats. Dance to bluetooth stereo. Bring a lunch/snacks/drinks aboard or upgrade to boat with BBQ Grill!

• Hour Glass Flexible

Large Groups & Customized Charters

Customize your Key Largo Adventure boat tour to create the perfect day in Islamorada! Choose from many amenities, like snorkeling, fishing, exploring the flats and more.

• Best Value!
• Hour Glass 3 to 6 hours

Islamorada Sandbar Boat

Key largo adventures activities.

Key Largo Adventures offers multi-activity charters. Full-day, half-day, and customized tours allow you to relax and enjoy the natural environment, go sightseeing, or combine other activities at the Islamorada Sandbar or mangrove islands for one affordable all-inclusive price. Check out the best Islamorada snorkeling tours and more. Book your Islamorada boat charters near Key Largo now!

Sandbar, Snorkeling, Paddleboarding, Boat Tours

About key largo adventures.

Key Largo Adventures is a five-star TripAdvisor-rated tour company. Our guests agree that we are the best all-inclusive, private Islamorada charter boat tour in the Islamorada area, offering a multi-activity charter. Our full-day , half-day , and other customized Islamorada boat tours depart from Island Grill, 85501 Overseas Hwy, Islamorada, Florida 33036.

Captain Charlie Filpes of Key Largo Adventures offers a sensational, private, all-inclusive boat charter and customized tours in the upper Florida Keys. Details of each Key Largo tour can be found by choosing an option above.

The captain and his first mate provide five-star service aboard the TIKI TIKI, the 25-foot open fisherman, which will thrill even the biggest of water sports enthusiasts. Instead of renting a boat and being your own captain, you become free from responsibilities and have your own private crew taking great care of you and your guests. We look forward to taking you, your family, and friends on a private all-inclusive adventure you won’t soon forget on this fun-filled day on the water. Enjoy a fantastic Islamorada charter boat tour with us. Experience paddle boarding in Islamorada, boat trips, snorkeling, and more.

5-Star Islamorada & Key Largo Boat Tours

had so much fun with Key Largo Adventures and iRocker Paddle Boards. It was definitely an adventure to remember. Captain Charlie was always there to capture the fun with photos (which we received really fast!) I will surely be recommending him to my friends and can't wait to go out with Key Largo Adventures again!

Another amazing day with Captain Charlie and Claire. We have 4 kids aged 7-15 and everyone had a blast!! Captain Charlie took pictures during the trip and sends them to us - including underwater- can’t wait to see! He was easy to plan with via text and really knowledgeable about fish and the Keys.

Loved our time with Key Largo Adventures! Captain Charlie provided everything we needed for a fantastic day on the ocean. My husband and I, along with our three kids, had the most memorable day. We loved it and will definitely book another charter the next time we are in the Keys.

My husband and I booked a charter with Captain Charlie for the day and we had an absolute blast! He is such a fun, down to earth guy who works VERY HARD to make sure you have the time of your life! Boat was spacious, nice and clean, the meal that he prepared for us was delicious and we enjoyed him playing every single song request.

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VOTED THE #1 PLACE IN THE FLORIDA KEYS

That every tourist should visit            .

VOTED THE # 1 PLACE IN THE KEYS

THAT EVERY TOURIST SHOULD VISIT

FEED THE TARPON

Best Tarpon Feeding in Islamorada, Florida

The Hungry Tarpon Restaurant

Keys-style waterfront Restaurant and Bar with scenic views and a tropical atmosphere!

Party Boat Fishing

Get ready for the fishing trip of a lifetime!

Florida Keys Snorkeling

Best Snorkeling Tours in Islamorada, Florida

Experience Luxury on Four Aces

Explore the Florida Keys on our private yacht charter!

THE HUNGRY TARPON RESTAURANT

Party boat fishing, florida keys snorkeling, experience luxury on four aces.

FEATURED IN:

Welcome to Robbie’s Marina of Islamorada

Home of the world-famous tarpon feeding! Here, you can discover the exciting things to do in the Florida Keys during your stop at Robbie’s.

Whether you want to hand-feed massive tarpon, seek some thrills with our water sports, or stock up on handcrafted souvenirs at our fun, local shops, we’ve got something for everyone at Robbie’s. Gorge on fresh, delicious seafood and sip one of our signature cocktails, local draft beer, or our famous loaded Trailer Trash Bloody Mary on the waterfront deck and enjoy the show of the tarpon feeding frenzy!

As a must-visit destination in the Florida Keys, our site shares what to do and where to eat at Robbie’s Marina of Islamorada to help you plan your stop and create memorable moments with your family and friends. Remember, it’s not a trip to the Keys without a visit to Robbie’s!

View Our Live Webcam

ROBBIE’S SHOP ONLINE

Explore the charm of the Florida Keys with Robbie’s of Islamorada’s online clothing collection. Browse our Shop Online section for a unique range of beachwear that captures the essence of island living. From vibrant, comfortable designs to casual, chic apparel, find your perfect Keys-inspired outfit with ease and convenience. Shop now and bring a piece of Islamorada’s charm into your wardrobe!

HUNGRY TARPON RESTAURANT

Experience a local’s dining experience on the water at any time of the day. We are open at 6:30AM for the early birds & sunrise chasers, & close down around 9PM. Don’t miss out on seeing the stars from the Hungry Tarpon deck if dining at night!

Maybe the “Silver Kings” just come here to see the humans, but toss a bait fish among them and the water churns as these monsters and the resident pelicans vie for the snack, causing quite a spectacle.

Admission: $2.50 per person.

Each bucket of fish is $5.00

ISLAMORADA LIVECAM

Not only do we bring you all the action on your docks, we are also now bringing you what’s going on under the docks. See for yourself! Now on livecam from Islamorada!

CAPTAIN MICHAEL PARTYBOAT FISHING

Three trips per day.

MORNING TRIP

9 am to 2pm

$100 PER PERSON

AFTERNOON TRIP

2:30 pm to 6:30 pm

$75 PER PERSON

7:30 pm to 12:30 am

$105 PER PERSON

What’s Included: All Bait, Tackle and Rods. If you bring your own rod, please, no braided line. Rotation of the Stern. Bathrooms and shaded cabin available

*Check in 30 minutes before departure of trip.

FLORIDA KEYS SNORKELING TOURS

Experience the best snorkeling in Islamorada at Robbie’s Marina. Dive into the Florida Keys’ stunning underwater world for an unforgettable adventure. Visit soon and create lifelong memories!

Snorkel trips available on two different vessels. Blue, or Sundance Watersports, departs twice a day, 10:00AM and 1:30PM. KeyZ Charters can be booked for private parties of 6 people or less.

Jump into the water and into some fun with snorkeling tours in the Florida Keys! Come aboard our boat Blue for one of our two daily snorkel excursions, 10 a.m. or 1:30 p.m., or a sunset cruise on Wednesday, Friday, or Saturday.

SNORKELING TOURS

BEST FISHING IN ISLAMORADA at Robbie’s

TARPON & SHARK FISHING

Islamorada offers some of the best Tarpon Fishing in the Florida Keys. With Tarpon migrating through Islamorada, March through September are the most active months for Tarpon Fishing. Check out and choose your Tarpon guide here.

OFFSHORE FISHING

Sport-fishing is one of the things that Islamorada is famous for and Robbie’s has been doing it for more than 30 years. Select from any of our state-of-the-art vessels in our fleet here. Centrally located to the Islamorada, 409 & West Hump

SWORDFISH FISHING

Seek the mighty swordfish, known for their strength and tenacity. Experience the thrill of an unforgettable fishing adventure, matching your skills against this legendary predator. Join passionate anglers and create a tale for generations. Let the fight begin.

SPLIT (SHARED) CHARTERS

Catch the big ones without spending the big bucks! Robbie’s of Islamorada offers SPLIT CHARTERS! You can share the expense of a Private Fishing Charter with others and share the fun!

BACKCOUNTRY FISHING

We are located in the most ideal location in the Florida Keys to satisfy all of your angling desires. The Everglades National Park is a short boat ride away. Choose from any of our experienced backcountry captains here.

REEF & WRECK FISHING

Some of the best fishing to be had in the Florida Keys lies only a few miles from shore, it’s what we call Reef fishing. In minutes you’ll be on top of Mutton Snapper, Yellowtail Snapper, Grouper, Mackerel and other fun fighting & great tasting fish.

BEST SUNSET CRUISES IN THE FLORIDA KEYS

If you are looking for Sunset Cruises in Islamorada, Florida Keys, Robbie’s is the best spot to visit! We offer three options:

Sundance Watersports : A 100+ passenger catamaran. Blue, offers a cruise through Florida Bay, serving complimentary Champagne, with beer and wine available for purchase. We also offer private charters for special occasions such as weddings and larger group events.

Keyz Charters: Take a private sunset cruise tour with Captain Sam on her 21’ deck boat. Each trip can be customized to fulfill your desires: a specific destination, a catered picnic, or a birthday or anniversary celebration.

Four Aces: Luxury private sunset cruise in the Florida Bay on a 55′ Hatteras. Four Aces give you flexibility: stay local to take advantage of world-class fishing, set a course to the Dry Tortugas/Fort Jefferson in Key West, or head to the Bahamas for a multi-day excursion.

SUNSET CRUISES

FOUR ACES LUXURY YACHT CHARTER

Four Aces, a 55-foot Hatteras, is waiting to take you on any adventure you can imagine. From a full day of fishing off Islamorada to cruising to the Bahamas, the Four Aces‘ customer-focused captain and crew are ready and able to make your dreams a reality. Fully air-conditioned and loaded with all the modern amenities for a high-end owner’s sportfishing and recreation yacht.

This vessel is a place to go and stay on the water, not just a day boat. It was designed to travel and live aboard. She has space and comfort for 2 couples, or a traveling group of up to 6 (USCG Coast Guard passenger limit). Families or other larger groups can be on board overnight or for entertainment events. We also package larger groups with luxury shore accommodations. It works great for some who prefer “yacht days” for only a portion of their vacation stay.

THE BEST THINGS TO DO in Islamorada

KAYAK & PADDLE BOARD RENTALS

“The Kayak Shack” offers the BEST kayaking in the Florida Keys. Explore two state parks – Indian Key & Lignumvitae Key. Observe mangrove eco-systems, island exploration & snorkeling in the turquoise waters of Islamorada.

THIRSTY TARPON BAR

Hungry Tarpon Restaurant and Bar offers a large menu with a wide variety of options that will make the entire family happy. Relax on our deck enjoying one of our signature cocktails, we recommend the famous loaded Trailer Trash Bloody Mary!

JET SKI ADVENTURES

Fantastic Ride! 14-22 MILE TOURS! Explore the beautiful bays basins & mangrove tunnels in Islamorada! Get out and ride! Our 1 & 2 hour tours are fantastic. Discover 14 to 20 miles of beautiful turquoise waters all around Islamorada and experience dolphins and manatees playing in their natural habitats. Enjoy “The Best Part of Your Vacation” right here with the Kayak Shack! New Yamahas with reverse and step up ladders. “We love to ride”

BEST PARASAIL IN THE KEYS

Flying on either the Atlantic or Florida Bay! You’ll have a bird’s eye view of Indian Key, Tarpon & sea turtles, and views that stretch from Everglades National Park to the Alligator Lighthouse. Parasailing tours start at 9 a.m. and run on the hour until 5 p.m., making it an easy to add activity to your Robbie’s experience.

GLASS BOTTOM BOAT TOUR

Join us aboard our beautiful, brand new, Seakeeper stabilized 46-foot glass bottom boat Transparensea. Visit reefs such as Cheeca Rocks, Alligator Reef, Caloosa Rocks and more while our educated guides tell you everything you want to know about the underwater world beneath your feet.

ROBBIE’S TROPICAL OPEN AIR MARKET

• Fresh Coconuts

• Bead Shack

• Fishbone Art

• Glass Shack

• The Shop at Robbie’s

• Tim Rahn Photography

• Barbara Weingardt Art

• Charli’s Icee Shack

Robbie’s Eco-Tours are a perfect way to experience the raw beauty and wonder of the Florida Bay. Our two-hour trips take you on an excursion through passages among the sea grass beds that rim the many protected shallow bays. We take you among the hundreds of small, uninhabited mangrove and hardwood hammock islands, which host an amazing variety of wildlife and create the island network of the Florida Bay.

BOAT RENTALS

Robbie’s Boat Rentals in Islamorada is the perfect starting point for your Florida Keys trip. Our prime location provides quick access to popular attractions, including top fishing spots in the Atlantic Ocean and Florida Bay. Nearby, tranquil mangrove-lined channels offer excellent bird watching opportunities. We are also close to two renowned shallow water reefs, Alligator Lighthouse and Cheeca Rocks, where you can snorkel or dive in depths ranging from 6 to 100 feet, with coral heads rising just 3 feet below the surface. Within a mile from Robbie’s, you can explore the Spanish Galleon, San Pedro, known for its historic cannons, ballast stones, and timbers.

Dive into the enchanting world beneath the sea with a guided SNUBA adventure at SNUBA the Reef. Explore the depths and discover the vibrant marine life in an unforgettable experience. Located in Robbies of Islamorada is a destination you simply can’t miss. We offer an all-in-one experience that encapsulates the essence of the Florida Keys, giving you a taste of its mesmerizing beauty and endless wonders. Whether you’re seeking thrilling adventures, serene relaxation, or a memorable getaway, Robbies of Islamorada is the ultimate must-visit destination.

ROBBIE’S OF ISLAMORADA

We are the “MUST” stop & visit place to experience the Florida Keys in one place. Just an hour away from Miami, Robbie’s is located in Islamorada. The perfect spot for outdoor lovers, foodies, local souvenirs, and art shopaholics or to make the most out of life and nature’s simple but memorable things. Robbie’s is voted the #1 place to visit for tourists. This is all thanks to a fantastic location and fun-filled activities such as feeding the Tarpon, snorkeling, fishing, kayaking, and more! Close to perfect, far from normal… Discover why coming here is one of Islamorada’s true gems!

How to get to Robbie’s of Islamorada? We got you! Make sure you get the Google maps directions to arrive here at Robbie’s in no time! Also, you can leave a review after visiting, telling us about your experience and favorite part. See you soon!

@ROBBIESOFISLAMORADA

EASY LIVIN' CHARTER

Custom Islamorada Adventures & Boat Tours

Captain Augie is a world famous Captain and local LEGEND to the surrounding community here in Islamorada. Coming from a background of growing up here on the island, and offshore fishing for more than two decades, Captain Augie is more than a tour guide, he is the missing element of fun your vacation needs.

His sense of humor and larger than life personality is guaranteed to put smiles on your face. Capt. Augie will speak to you on the phone and will assist you and advise you what the best use of your time is while you are here. Make memories that last, book your custom boat tour today!

“I had the most amazing time and learned so much about Islamorada's history. You don't get that from other charters. Captain Augie is the real LEGEND!”

Rex Witkamp

Local Restaurant Chefs will Cook Your Catch!

Recommended by.

Located at Bayside Marina: Bass Pro Shop Worldwide Sportsman, Islamorada, Fl Keys

81576 Overseas Highway

Islamorada, FL 33036

Email: [email protected]

Cell: +1-305-393-2765

US COAST GAURD CERTIFIED

Florida Keys Family fishing, Islamorada sandbar, alligator reef lighthouse snorkel, boat tour, custom tours & more!

BOOK YOUR PRIVATE CHARTER TODAY With SandhopperAdventures! CALL OR TEXT CAPTAIN ROB DIRECTLY FOR AN IMMEDIATE RESPONSE! ISLAMORADA, FLORIDA UNITED STATES KEYLARGO, FLORIDA  United States

• Schedule Your Next Tour Today!
• (305) 393-8670

Affordable Family Fun

Islamorada is home to some of Florida's most beautiful water. Explore all that our amazing waters have to offer during a snorkel trip with Islamorada Boat Tours!

Islamorada Eco-Tours

Experience nature up close and personal with Islamorada Boat Tours!

Welcome To Islamorada Boat Tours

Welcome to Islamorada, the highlight town of the famous Florida Keys. It's no secret that Islamorada is home to some of the best fishing in the world, but what if you're searching for relaxing family oriented activities out on the water? Rest assured, we have you covered!

We offer several tours that include snorkeling, sunset tours, and eco-tours that take you on a trip through our waters to experience all that Islamorada has to offer! 

Islamorada Boat Tours

Snorkel trips, sunset tours, schedule your next adventure with us today.

Get in touch

305-771-4133

[email protected]

85361 Overseas Hwy, Islamorada, FL

Islamorada Sandbar Charter

 & sunset cruise , premier sandbar boat charter in the florida keys .

Floating in crystal clear blue water, soft sand between your toes while your personal Captain hands you a cold one from your own private Tiki boat. The sun is hot, the air is cool, and all your friends are smiling. Not a worry in the world as you slip into the Conch City State-Of-Mind.

Charter Options

3 Hour Sandbar Cruise

STARTING AT

Enjoy a three hour sandbar charter with nonstop fun in the sun. Our Captain will find a perfect spot at the world famous Islamorada sandbar to anchor up while you enjoy the crystal clear water and the hot Florida Sunshine.

1.5 Hour Sunset Cruise

Grab your drinks and hop on board our Sunset Cruise as we cut through the island passing by mangroves and mansions on our way to the bay. Experience the magical Fl. Keys sunset over the bay as you try to witness the elusive green flash.

6 Hour Custom Cruise

Become a local as you spend the whole day on the water! Spend a few hours at the sandbar, Eco-tour your way through the mangroves and bar hop around our favorite bars on the water. The choice is yours on board this custom cruise.

Boat Amenities

Our A+ Captain is always ready to spot out wildlife, find the best anchor spot for you to enjoy the sandbar and help you make memories that last a lifetime. A custom Bluetooth Sound System ensures there is no competition to your music selection while our bench or stool seating guarantees maximum comfort. Enjoy the shade under our palapa to cool off while you rest your drink on our custom surfboard bar. Smaller kids and older adults will have no trouble getting in and out of the water with our huge 4 step ladder. Afterward, rinse off with our freshwater shower as we cruise back to shore.

What makes us different?

We specialize in custom private party fun, meaning when you sign up for a Conch City Charter, the boat is yours and yours alone. Up to 6 people in your party may be on board at once, but we will never have you join another group on board. There is plenty of room to move around and options for seating. Customize your experience and tell us precisely what you want to do. Your leisure is limitless onboard Conch City.

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Give us a holler, send us a text, or shoot us an email with any questions on rates, scheduling or recommendations. Looking forward to getting you into our "Conch City State-Of-Mind"

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Fun Activities

Islamorada sandbar only, half day snorkeling/sandbar, large group snorkeling/sandbar, sunset tours, special events, 5-star reviews.

Contact Information

• 305-360-1731
• [email protected]
• 87200 Overseas Hwy Islamorada FL, 33036

Our Location

Book direct.

Customers will receive a full refund or credit with 24 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

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Get Away to Key West and Explore the Florida Keys by Sailboat

Did you know there's an international airport perched out in the Gulf of Mexico at Key West? Serviced by all major US airlines and with frequent flights from main airports in the East and South, Key West is so easy to get to. That's where you'll find our boat charter operators, who have a range of sail and motor boats for you to explore this unique corner of the USA.  

Along the Florida Keys the holidaymaking options are numerous. Enjoy the aquatic environment with countless opportunities to snorkel, swim, kayak, paddleboard and more, while totally relaxing on board, or ashore on one of the Keys' beautiful beaches. Enjoy an evening meal in one of the upmarket restaurants that dot the Keys, shop and enjoy the nightlife in the major centers of population, and get close to nature at one of several locations designated State Parks. 

While pandemic concerns are limiting travel options, consider Key West as your next boat charter vacation destination. Local ordinances reflect the need to keep everyone protected and make this a safe destination. The communities are welcoming and open for business. 

Some of the highlights to experience on a Florida Keys Sailing Charter Vacation 

Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short transfer to one of the charter bases located on the island. Famous for its coral reefs, local architecture, historic sites and nightlife, charming Key West is well worth some time before or after your charter.  

Like most charterers however, you will probably be keen to go sailing and start exploring the chain of cays that make up this most southerly part of the Continental USA. Two great things about sailing here are that distances between attractions can be as short as you'd like them to be, and anchorages are plentiful, if shallow in places. A seven-day charter Key West to Key Largo and return is easily achievable. 

Travelling out of the Stock island marina, it's less than 30 nautical miles to Baihia Honda Key, a popular stopover. In the vicinity there's a variety of stunning beaches, some say the best in the world. Looe Key has some of the best snorkelling you'll experience on your vacation. 

A similar distance to that travelled above will take you from Bahia Honda Key to Long Key, via Marathon, a major sport fishing town of 10,000 people surrounded by the bountiful sea. Stop a while and enjoy a seafood lunch, or you may prefer to do Marathon on the return. At Long Key enjoy the natural surroundings, the greenery and the birdlife. 

Perhaps after two days of sailing that have taken you from Key West more than half way to the mainland, you're ready to take it a bit easier. Less than ten nautical miles onward you'll come to Indian Key Historic State Park at Islamorada. Nearby is the San Pedro Underwater Archeological Preserve, another one of the numerous state parks along the Keys. The San Pedro was a Dutch ship sunk during a hurricane in 1733. What remains lies in 18 feet of water 1.25nm south of Indian Key, easily accessible to good swimmers. 

From Indian Key, it's a further 20nm sailing distance to Key Largo. Apart from the shops, bars and restaurants, most of the attractions are aquatic-based as they are all along the Keys. A visit to the Florida Keys Wild Bird Rehabilitation Center can be rewarding, a reminder of the fragility of nature in this delicate place. 

If you enjoy walking while on vacation, the Florida Keys Overseas Heritage Trail is accessible to many points along your sailing route. 

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We will match any discount website offer on charter boat price, and still provide our customary high level of service.

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, islamorada boat rentals & yacht charters.

In addition to the best offers we have for boat and yacht charters in Islamorada, FL, see also options available for rent in these nearby locations:

• 20 boat rentals in Tavernier, FL
• 18 boat rentals in Layton, FL
• 22 boat rentals in Key Largo, FL
• 10 boat rentals in Duck Key, FL
• 10 boat rentals in Marathon, FL
• 10 boat rentals in Key Colony Beach, FL
• 98 boat rentals in North Key Largo, FL
• 758 boat rentals in Florida City, FL
• 764 boat rentals in Homestead, FL
• 764 boat rentals in Islandia, FL

Rent a Boat in Islamorada, Florida with Sailo!

Looking for the right Islamorada boat rental with a captain? Boating in Florida is a thrilling experience and one best savoured with your own private yacht charter in Islamorada, FL. Choose your perfect boat rental in Islamorada and step aboard with your family or friends for a spectacular day on the water. Escape the crowds and enjoy some of the most beautiful scenery in Florida from the deck of your own yacht charter.

Our premium private boat rentals with a captain in Islamorada

Want to rent a boat in Islamorada, FL? You’ll find 11 boats waiting for you to take them on an adventure here on Sailo. Choose from our sailboat charters in Islamorada . A catamaran is also a great choice, with catamarans in Islamorada . Fans of luxury motor yachts will be spoiled for choice with our motor yachts in Islamorada . Florida is an excellent place to enjoy a boat party, so discover our  party boats in Islamorada for 13+ guests in Islamorada and see for yourself.

How to find the best boat charter in Islamorada, FL?

Choosing the perfect boat charter in Islamorada, FL is easy and quick thanks to our advanced filters! First we recommend filtering by date and trip duration. Whether you look for a 2, 4 hrs or a full day rental in Islamorada, the group size is very important, as well as the type of boat you want for your adventure in the waters of Florida. Use the price filter to see only options according to your budget and click on the 'Crew' button to choose if you want a boat with a captain or you want to drive it yourself (option Bareboat). Once a Islamorada charter catches your eye, click on it to see the boat page with more photos and a detailed description. Check the reviews and send a direct message to the boat owner to ask more details!

How much does it cost to rent a boat in Islamorada, FL?

Islamorada boat charters prices vary significantly. You can find great cheap boat rentals in Islamorada starting from $250 for a daily trip. Luxury or party yacht rentals for the day can cost up to $6500 where service fees and mandatory extras are not included. Your budget per day will vary depending on whether you are renting the boat in Islamorada with captain and/or crew, fuel cost, special requests for pick-up and drop-off or other special arrangements you may want to make with the owner.

What is Sailo’s cancellation policy?

As long as the booking request hasn't been accepted by the Islamorada boat charter owner, the renter can cancel the request without any charge. If the renter cancels after the booking request has been accepted, the booking will be subject to the terms of the cancellation policy in place for each boat. The renter should check the cancellation policy with the boat owner, as some of the professional operators have specific cancellation policies which supersede that of Sailo. Whenever a boat owner doesn't have a specific cancellation policy, Sailo's Standard Cancellation policy will apply.

Responsible boating guidelines

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. If you’re going to charter a yacht, from a few hours to week, try to follow these sustainable boating tips:

• Take your rubbish home
• Use eco-friendly sunblock
• Avoid single use plastic

Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle. Read more about responsible boating.

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READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Bareboat and Crewed Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Bareboat Charter

Raise the sails or take the throttle. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls, catamarans and power yachts.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

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Florida Keys

Some of the most unique vacation destinations in the world can be found in unexpected places – such as the Florida Keys. Located just off the coast of South Florida, these islands have a relaxed feeling, stunning tropical scenery, and exotic wildlife; yet they are all located a relatively short distance from cosmopolitan Miami and the excitement of South Beach, where the journey begins.

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• Newfound Harbour

Miami is South Florida’s playground, and for good reason – there is no where like South Beach to both enjoy the sun, sand, and surf by day, and live it up by night in the area’s many exclusive night clubs and restaurants. Whether you want to dance all night and enjoy premium bottle service or simply have a wonderful meal by the water, launching in miami ensures that you will start your voyage off in the most exciting way possible.

Visiting during one of the many major annual events that occur in Miami (including Art Basel, the South Beach Wine & Food Festival, the Orange Bowl, and more) will make your trip even more outstanding.

As the northernmost and largest island in the Florida Keys, Elliot Key was once used a refuge for pirates and today it is home to Biscayne National Park, with its lush vegetation and amazing beaches that offer both remarkable solitude and spectacular vistas – along with a variety of exotic birds and butterflies. You can also explore the island by kayak – there are many hidden lagoons, mangrove-covered shorelines, and winding creeks to discover. What’s more, you can enjoy your own catch for dinner after a day of capturing fish, lobster, or crab.

Key Largo is considered the “Diving Capital of the World”, with plenty of scuba diving, snorkeling, and sport-fishing options for avid enthusiasts – what’s more, it is located near the Everglades, allowing for easy access for kayaking and eco-tourism as well. It is the home of the only living coral barrier reef in the continental United States, and enjoys more than three thousand hours of sunshine per year, making it perhaps the quintessential island vacation destination.

Named after the original settlers’ boat the “Island Home” and now nicknamed the “Village of the Islands”, Islamorada is home to many notable residents (including Major League Baseball players Ted Williams and Miguel Cabera as well as actor Gene Hackman), this is one of the more serene island destinations in the Florida Keys as well as one of the world’s premier fishing destinations. Luxury resorts, shops, and art galleries are part of the Islamorada scene, but there are plenty of beaches that offer more solitude.

With less than two hundred residents, Duck Key is perhaps the closest version of a deserted island that’s still easily accessible from the contiguous U.S.  With world class fishing and sandy beaches, the island is also home to a luxurious spa and offers the opportunity for visitors to swim with dolphins.

Newfound Harbour not only offers spectacular scenery, it is home to the Florida Keys Sanctuary preservation area, which is partially located within the Coupon Bight Aquatic Preserve. The amazing sea life that visitors to the island will enjoy includes star corals and giant brain corals – perfect for amateur or inexperienced divers since these are located within in depths of 18 feet or less. Angelfish, butterflyfish, surgeonfish, damsels, wrasses, grunts, snappers, and parrotfish swim alongside the occasional grouper, along with many other types of fish that you’ll find colorful, striking, and unusual.

Along with some of the most interesting coral reefs in the world, Newfound Harbour is home to a sheltered tropical lagoon that serves as an oasis for a wide range of wildlife, including the tiny Florida Key deer, wading birds, and sea turtles.

Taking a little time to leave it all behind in Key West may be the ultimate form of relaxation – particularly if you happen to visit during one of the island’s most distinctive festivals (The annual Fantasy Fest held in October is the most famous). There’s excellent opportunities for scuba diving and snorkeling around the coral reefs and shipwrecks in the nearby waters, including the recently sunk USNS Gen. Hoyt S. Vandenberg, which created an artificial reef.

However, the island’s unique National Parks and wildlife refuges are perhaps the most interesting (at least for nature buffs), and the nightlife in general is not to be missed, with a variety of options that range from casual tropical dives to trendy nightclubs. All in all, Key West is the perfect culmination to your customized trip through the Florida Keys.

Sailing the Florida Keys may possibly be the very best way to unwind and explore a corner of the United States that hardly resembles anywhere else in the country – or the world, for that matter. And there’s no better way to experience this special part of the world than on your own private yacht.

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