sailboat charter connecticut

Come Sailing with us, we make it easy and fun!

"sail around fishers island and mystic, ct", sunset cruises, day sailing, overnight stays, sail coaching and sail instruction on your boat or ours, birthday events, groups, events or corporate parties, sail around fishers island, ny, come sailing with us,   sunset cruises, day sailing, overnights.

LATEST NEWS : We have move to a new location in New London Harbor now offering sailing trips to Fishers Island, Mystic area and the Hamptons! Treat yourself and your loved ones to an evening of sailing with a great sunset, good laughs and music.

  SAILBOAT CONSULTING

Not sure which sailboat is rignt for you or need advice with your newly acquired sailboat?

  CHECK OUR DRONE VIDEOS   NEW!

Take a look from above the Thimble Islands, Branford harbor, Fisher's Island, Sag Harbor, the Hamptons and many more to come!

  WORLD SAILING ADVENTURES: CAPRI, AMALFI, PROCIDA, FRENCH RIVIERA   7 DAYS/6 NIGHTS CHARTERS

Sailing courses on your boat or ours.

You and your spouse may need help to get familiar with your sailboat like sail trimming, docking or basic boat maintenance. If you don't yet have a boat, we offer a wide range of sailing courses, private or in groups tailored to your needs. Welcome to Sail Coaching!

  SAILING TRIPS AND CHARTERS

LATEST NEWS : We have move to a new location in New London Harbor now offering sailing trips to Fishers Island, Mystic area and the Hamptons! You don't have a boat but you would love to sail with your family or friends in one of our sailing areas? We provide 3 hour sailing time up to 6-7 hours, inquire about our overnight trips. Something to remember and perfect for special occasions.

  SAILING DESTINATIONS

We offer a wide range of sailing destinations tailored to your needs and time sailing available. Discover one of these beautiful sailing paradises: New London Harbor, Fishers island, Mystic, Noank, Orient Point, East Hampton, Sag Harbor, Shelter Island.

Our picture gallery. Your memories.

We strive to make your time spent on Nomade a special moment with unforgettable memories. Over the years, we captured those images for you to enjoy and share.

• Sunset Cruises
• Sailing trips
• Sailing Instruction
• Boat services

Rent the best Connecticut sailboats

• Sailboat Rentals
• Connecticut Sailboat Rentals

Our top sailboat rentals

Westbrook, CT

A Long Island Sound Sailing Experience!

Stamford, CT

Sailing JOURNEY on the sound!

Greenport, NY

Classic 57' Sailing Yacht - Roomy and comfortable!

HUNTER LEGEND 35 SAILBOAT CRUISER MOTORSAILER

Milford, CT

Classic Sail 35' Yawl

30' Nonsuch Classic for Sail in Darien, CT!

Sag Harbor, NY

Luxurious Hamptons Charters for up to 41 guests.

62' sailing cat: bachelorette, sandbar, sunsets

How to rent a sailboat in connecticut, find the perfect boat.

Enter your desired location and date to explore our fleet of sailboats.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for sailboat rentals

Top sailboat rentals reviews in Connecticut

Sailing JOURNEY...

Journey is a beautiful boat, it was perfect for our anniversary celebration. There was a lot of space, the captain...

Classic 57'...

Hannah and Eric are very special people of the sea. Far beyond our trip out toward Orient Point, they brought a...

Classic Sail 35'...

The ALCOR has a fascinating history. It can out sail some of its larger and dare I say fancier counterparts....

A Long Island...

I was looking for a private sunset cruise to celebrate a special birthday for my wife and quite happily, I found Joy!...

it was a beautiful beautiful ride even when it was a bit rough. Our captain and our boat was just perfect. Thank you...

We had a wonderful afternoon sailing with Captain Phil and Katie. The boat was lovely and we had a beautiful...

62' sailing cat:...

My wife and I had a great time sailing on Captain York’s J32. He was prompt meeting us at the dock and provided...

The boat was super clean and a lot of fun! We went out for my wife’s birthday and it was the perfect experience. We...

Boat was clean and tidy.

Beautiful boat. Great for cruising

Sailboat Rentals in Connecticut

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Boatsetter lets you make money renting out your sailboat. Peace of mind and insurance is included in every rental, and you choose who rents your sailboat.

Ready to set sail?

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Yachting in Connecticut is filled with great sailing and boating destinations. You have the beautiful port of Greenwich and it’s wonderful shopping. The coast of Connecticut is filled with beaches and great water activities. Our charter sailboats, day charters and and vacation charters can take you to a variety of destinations within close proximity.

Take your charter yacht to Cuttyhunk, Hadley’s Harbor, Egartown, Nantucket and more. Spend a day exploring these classic small towns and enjoy some of America’s oldest heritage spots.

Nearby Groton is home of the Nautilus, the world’s first nuclear-powered vessel and the first ship to go to the North Pole. The Submarine Force Museum traces the development of the “Silent Service” from the 1700’s to the more recent Ohio and Virginia class submarines.

Connecticut comes from an Indian word (Quinnehtukqut) meaning “beside the long tidal river”. And with the right yacht charter or sailboat, you can explore the long tidal river.

Well known for its maritime history and as the glorious stage of past America’s Cup races, Connecticut yachting enthusiasts make certain that Newport is a port of call.  Beyond the beautiful harbor and within walking distance from any of the city’s marinas, yacht charter visitors will find exquisitely opulent mansions, fine dining, antique shops and trendy boutiques.

The International Tennis Hall of Fame and the Newport Jazz festival are popular draws to this yachting hot spot. 

This entry was posted on Sunday, June 1st, 2014 at 4:04 pm and is filed under . You can follow any responses to this entry through the RSS 2.0 feed.

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Block island 40.

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Bareboat Charters in Southern New England and long Island Sound

Sail Long Island Sound, Block Island Sound, Narragansett Bay, Buzzards Bay, Vineyard Sound, and Nantucket sound .

Mission Statement

Yacht Charters of Mystic is located in the finest sailing waters in New England.  We want you to have an incredible bare boat sailing experience in our well maintained yachts ready to explore these excellent sailing destinations.

Historical Area

We are surrounded by history in Mystic, Stonington, Noank,and New London.  We are an easy sail to Newport, Martha"s Vineyard and Nantucket and only steps away from Mystic Seaport and the mystic Aquarium.

Sailing Area

We are located in a spectacular sailing area. Follow  this link to learn more about the destinations in are area.

  https://www.marinalife.com/articles/boating-on-long-island-sound  

We also offer sailing instruction through American Sailing Academy and Yacht Delivery Services up and down the east coast.

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Yacht Charters of Mystic

100 essex st. Mystic CT

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Sound Sailing Center

Long island sound sailing school and membership club.

 “I started Sound Sailing in 1986 to help you get involved in sailing through an innovative instruction and membership program. Our instruction is based on a simple concept—in 20 to 30 hours you will be out sailing my boats by yourself, so we damn well better do a good job! The membership program  uses boats I enjoy sailing myself.” 

—Martin van Breems, Founder

Instruction.

Our teaching methods are hands on, on the water, with fewer students than most other schools. We never have more than three students per instructor in our Intro, Basic Keelboat, or Basic Cruising classes.   Private lessons are available  We know your time is valuable. Our boats and teaching methods are uniquely designed so as to allow you to sail single-handed after taking Basic Keelboat, which helps you gain confidence quickly. We strongly encourage new sailors to become competent with day-sailers, before moving on to larger boats. Small boat experience is the fastest and best way to become a competent sailor.

Although many schools promote a package program that has you sailing larger boats in a week, you will be a better sailor and enjoy sailing more if you practice with day-sailers. Rentals and Charters: Our fleet is diverse, ranging from classic boats like the Ensigns, to our modern 40 class yachts including our Catalina 400 and Var (Hanse) 37.  In general, we look for good sailing qualities and strong construction. We buy boats we like! Naturally, every mainsail in our fleet has a Dutchman Sail Flaking System, along with other gear like roller furling jibs that allows you to get out sailing in a few minutes, even if single-handed. Ensigns have electric motors, so even starting the engine is simple. Charters are multi-day rentals, for taking extended trips on our larger boats. Rentals and Charters are available if a boat does not have full membership. If you will be taking out our boats less than 4 times a year, rentals or charters are the way to go.

Membership Use Program

Unlike other membership, timeshare, or fractional use programs, we offer far more flexibility combined with expert, on site staff, in a diverse fleet from our 2014 Hanse 37 and 2000 Catalina 400, to our affordable and fun Ensigns. Members can use any boat in our fleet smaller than the one they have signed up for. With multiple locations, including a 40 and 35 class yacht in Mystic, you gain a vastly larger cruising ground.

Brokerage Sales

For many, the dream of owning your own yacht has a powerful pull. We can help make this a reality, through our brokerage or new yacht sales division. With over 25 years of yacht sales and service experience, we can offer expert advice. If you are after a used or brokerage yacht, we will start off with a broad variety of vessels that should be of interest, then refine the search as your preferences become clear. We also will do a mini survey and bring along our moisture meter, so as to rule out obvious problem boats before you spend $20+ per foot on a survey. We’ll work with you to establish a reasonable offer, locate the best surveyor, and be there for all the many questions you’ll have. Since the commission is shared between the listing and selling broker, you will not pay extra for our superb service. Email Martin at [email protected] or call 203.838.1110 for more info.

WEBPAGE UNDER CONSTRUCTION

Mystic yacht charter, private crewed yacht charters in and around mystic, stonington, noank, fishers island, watch hill, newport, block island, sag harbor, shelter island, fishers island sound, and beyond..., please check in at a later date.

(203) 530-5037

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63 Pilots Point Dr | Westbrook, CT

Sailing LI Sound

Sailing is  the perfect way to break the routine, unwind, relax and let the coast go by.

MON. THRU THURS. | AFTERNOONS & EVENINGS

Sailing on Sale

Pure Joy is located in Westbrook, Connecticut. We’re available for hourly, half and full day charters. Whether it’s a small family gathering, a romantic sunset sail, pop-the-question, birthday, therapeutic sail, lessons or memorial at sea, Joyride Charters is here to make it possible. We’re committed to making your sailing experience a memorable one. Great for a special event or celebration or simply enjoy a unique sunset. Have something special in mind? Captain Joy can tailor your sail to meet your needs.

Please note: Weekend rates are slightly higher.

See Pricing below in "What You Need to Know" section.

WHAT YOU NEED TO KNOW

Joyride Charters offers afternoon and sunset sails (approx. 2.5 hours long)

Our apologies, we do not have wheelchair access to our vessel. However, there are stairs to step aboard easily.

$550 for the first 4 people. $125 each add’l person (Friday and weekends $600) add’l hour $150

Please, no red wine, black soled shoes or heels!

Includes unlimited bottled water and soda. Feel free to bring your own beverages and snacks (please no red wine, greasy or messy foods)

For an extra fee, Joy Ride Charters would be happy to provide food and beverages

A deposit is required in advance for all cruises.  

Venmo (@joysherman)

Zelle Joy Sherman - 2035305037

Balance should be cash, Venmo or credit card (cc service fee add’l).

Customize your perfect outing - contact Joy for more information!

• Where do our guests come from? Our guests come from diverse backgrounds with their own personal stories, like you. They are professional working people, retired or semi-retired and physically active. Our trips are a way to exploring dreams, visiting places via sailboat. The one common thread of everyone is a love for being on the water and sailing. Or it could be just being on the water! Leave the sailing to us.
• What are the demographics of your charters? Gender? Age? We are roughly 30 – 70 split with women making up the larger number. Ages range from 40’s to 50’s with most of our clients in the 50-70 age range. However, we welcome all! Some of our best charters are mixing the young with the older young!
• Do I need to have experience? Not everyone who comes on our charters has experience. We welcome all levels. You can participate in learning more about sailing or simply lay on the bow with a good book or a snooze in the sun.
• Who is captain Joy? She has been leading charters since 2004 and has completed over forty five charters, but who’s counting? She has spent her entire life around or on the water. She has her USCG Master 100 ton license. Even in her spare time, you may find her sailing. You are in good hands with Joy.
• What should I expect and what will be expected of me? You may be arriving on your own. Once you and your fellow crew members arrive at the boat, we will help you get settled in your cabin. Our boats are mostly large luxury catamarans. They are super comfortable with lots of space for your belongings. If there is a hostess/cook on your charter, they are there to help ease into the evening with a cold beverage. The friendships you make aboard, will most likely be lifetime friends.
• What will my cabin be like? Most of the boats have one or possibly two single cabins available for purchase. Most of our clients don’t mind being placed in a double cabin with someone of the same sex. You may also choose to purchase a double cabin as a single. You can read more about the boats and their cabin arrangements on each trip detail page. The cabin you choose when you make a booking is the one you’ll have when you arrive. If we need to change your cabin, we will only upgrade at no extra charge.
• What happens on the first day? This time is spent getting familiar with the boat. We will go through a safety briefing and our plan for the week will be discussed. You will get to know your fellow mates, what’s aboard as far as provisions. Some of our charters include some alcohol. It is recommended that you purchase your favorite alcoholic beverages before you arrive. If there is a liquor/grocery store nearby we will let you know. We may go out to dinner that evening (if there is a good place nearby) or will have dinner aboard.
• What do I need to know about charters with a cook onboard? Some of our charters include hostess or cook. (hostess makes breakfast and lunch while cook makes three meals a day) Whether there is a cook on board your charter or not, we will go over the provisions aboard. The food will have been put away. Meals are planned based on local provisions available and taking into account what you submitted on your questionnaire. Captain Joy is an early bird and will have coffee ready for you upon waking. Breakfasts and lunches may offer a variety of local fruit, eggs, bacon, cereal, yogurt, toast. Lunches may be salads, wraps, sandwiches which you might assemble yourself. Guests are asked to take turns doing dishes. Either lunch or dinner will be provided, with the other meal being ashore. Of course a cook will most likely prepare more extensive meals. If the meals are being prepared by everyone aboard at different times, there will be a loose schedule for you to sign up for a meal or two to make additionally, if you love to cook and are on a charter where there isn’t an assigned cook, we encourage meal prep sharing and doing dishes. It becomes a community effort. A lot of great conversations take place in and around the galley!
• How long do we sail each day? This varies on how far we travel to the next stop and of course the weather. We try to make a stop mid day to swim, snorkel, have lunch and relax or go to the location for the evening, earlier so you have time to explore on shore. Expect sailing of 2-3 hrs each day give or take. When we arrive at port for the night, we arrive so there is plenty of time for you to explore.
• What type of shape do I need to be in? You must be able to get in and out of a dinghy. Some docks require using a ladder to climb up to the dock. You should be able to handle your own body weight. You can participate in sailing for a bit, a lot, or not at all.
• Do I need travel insurance? Travel insurance is highly recommended. Because the charter companies have strict non refundable policies, travel insurance will give you peace of mind your investment will be protected.
• What if the weather changes? We always hope for wonderful sailing weather. From time to time we may encounter a rain shower or heavy winds which may keep us on our mooring. Captain Joy reviews the weather predictions days before so that we are prepared to “wait it out” if need be. Safety is our first priority
• What types of boats do you typically sail? Joyride Charters typically sail 45 to 50ft catamarans.

Our Experience

YEARS OF EXPERIENCE

SAILS TO DATE

Looking for a Personalized Option?

We'd love to talk with you about a personalized sailing option! With offerings all week long, we're ready to sail. Please note: Weekends incur slightly higher rates.

You make the memories. We make the arrangements.

North America

Connecticut

Connecticut is a fantastic New England Yacht Charter destination, from green forested hills to sandy shorelines and busy urban cities to quiet rural farms. In addition, a yacht charter in northeastern Connecticut offers the chance to combine your charter with destinations in Rhode Island . However, a charter in the southwestern part of the nutmeg state can afford you to combine it with visits to Long Island destinations like the famed Hamptons .

The waters and coastline around Connecticut are incredibly varied, as are the towns. You can spend time on exciting water sports experiences like kayaking, fishing, and diving. In addition, there are plenty of opportunities to explore the nearby islands. And check out all the charming coastal towns in Connecticut. Each area is unique, with the majority attributing their roots to Native Americans.

Clinton and Essex | New England Small-Town Charm

Mystic, Connecticut | A Captivating Destination

Stonington | A Voyage through Maritime History

Connecticut | Climate

The climate in Connecticut is temperate, with mild winters and warm summers. The January mean temperature is 27°F, and the July mean is 70°F. Coastal areas have warmer winters and cooler summers than the interior.

Places to see on a Connecticut Yacht Charter

• Visit historical sites like The Mark Twain House , Gillette Castle State Park , or the Florence Griswold Museum .
• Dine at the Oyster Club in Mystic or the Whitecrest Eatery in Stonington.
• Mystic Seaport and nearby Mystic Aquarium .
• In Hartford, see the house where Mark Twain lived and wrote many famous works such as The Adventures of Tom Sawyer , The Adventures of Huckleberry Finn , and A Connecticut Yankee in King Arthur’s Court .
• Visit the home of Yale University in New Haven, or tour the tony waterfront neighborhoods of Greenwich.
• New London Harbor : This bustling harbor offers various attractions and activities. A popular spot for fishing and sightseeing, it’s also a great place to visit shops, restaurants, and bars.
• Sail to the Thimble Islands , off of Branford. Set out on a journey through this archipelago of small islands in Long Island Sound. With its many coves and rocky shorelines, it’s a great spot for fishing, kayaking and exploring nature.
• Fishers Island Sound, and Fishers Island. With its spectacular views, this secluded area is perfect for an enjoyable day out on the water. And hidden coves and sandy beaches provide plenty of space to explore and swim. You'll be delighted by lighthouses and rock formations as well.
• Lighthouse Point, New Haven: Cruise along Connecticut’s famous coastline and take in stunning views of the area’s many lighthouses. This picturesque area offers many activities, such as kayaking, swimming, and bird-watching.

Things to do

• Kayak in one of many bays and rivers that adjoin the Long Island Sound.
• Visit Hammonasset Beach State Park, the state's largest shoreline park. With over two miles of the beach, you'll find a lovely boardwalk, concession stand, and picnic area.
• Tour the Plum Bank Marsh and beaches in Old Saybrook . See wildlife and relax on uncrowded beaches.
• Visit Rocky Neck State Park in East Lyme.
• Play a round of seaside golf in Old Lyme.
• Go fishing in the Long Island Sound. Your crew will find the best spots to catch bluefish and striped bass.

Iconic Food and Drinks to Try

• Have lunch at Louis' Lunch in New Haven. While not a large restaurant, the Library of Congress says this restaurant is the birthplace of the hamburger!
• Sip local craft beer. Visit Two Roads Brewery in Stratford, or request it at one of your stops.
• Try some delicious thin-crust New Haven-style pizza at Sally's !
• Have a Connecticut-style warm lobster roll with butter.
• Go hiking and biking at Bluff Point Par k in Groton.

Connecticut Yacht Charter | Marinas

Connecticut has many well-equipped marinas:

• Saybrook Point Marina
• Mystic Downtown Marina
• Cedar Island Marina.
• New London Marina/

Moreover, you can explore the New England Coast on Newport Boat Charter Sea Axis this summer.

Let us deliver on your dream vacation.

Contact us to start a conversation about your dream vacation, and let us show you how we can help bring your vision to life through our exceptional yacht charter services.

Charter My Sea Ray

Premier private long island sound charters in norwalk, ct, cruise aboard a beautiful sport yacht up the connecticut coast.

Private Charter

Life is too short to not be out on the water. Reserve your charter today!

• Users Up to 6 people
• Hour Glass 1-8 Hours

Welcome to Charter My Sea Ray

We are a Norwalk, CT based private charter company that offers Long Island Sound’s most unique and intimate private yacht charter service. We can provide a catered breakfast, lunch, or dinner charter perfect for family or corporate functions. Whether you are looking for a sunset cruise, want to see a Met game at Citifield, have tickets to the U.S. Open, or want to spend time with that special someone, we can provide an experience of a lifetime. Reserve your charter and we will ensure your time with us is special.

Here's What Some of Our Clients are Saying

We had such a blast!!!! Thanks so much captain Joe, you're awesome. We'll definitely be back :)

Want to book a party everyone loves?! I called several places that hemmed and hawed at what I wanted, I called Captain Joe and the first thing he said was, "I know exactly what you are looking for.", and he DID! He took care of all the details, both big and small from the boat to great food to DELISH cocktails to ensuring my late arrivals and early departures were not left behind or forgotten. The event was well staffed and we had excellent service from start to finish.

Super luxurious, didn't feel like a charter, felt like a friend taking us on a ride, simply perfect Boat was immaculate, thanks Captain!

I recently had the pleasure of a two hour cruise with Captain Joe. Captain Joe and his first mate were fantastic hosts and attentive to every detail. My family and I were thrilled with the beauty of the boat and the scenery. It was extremely comfortable and relaxing. The bubbly and snack tray was just perfect for our afternoon cruise. We felt like we were a world away! What a great escape!

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Departure date

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: $ - $.

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

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• 71 boat rentals in Guilford, CT
• 6 boat rentals in Naugatuck, CT

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Skyline Cruises

• Connecticut Cruises and Yacht Charters

A Truly Memorable Corporate Event

Make any special event you are planning more special with a Connecticut yacht charter aboard the Skyline Princess. Your corporate outing will be a huge success when its backdrop is Connecticut’s scenic shores. Imagine an elegant wedding reception on our 120-foot private yacht. Throw a Bar/Bat Mitzvah bash that guests will be talking about for years to come. Having your Connecticut wedding, party, or corporate event on the beautiful Skyline Princess can turn these visions into the affair of your dreams.

Ideal for Connecticut Corporate Events

Connecticut’s Premier Charter Yacht

The Skyline Princess is Connecticut’s premier charter yacht for one-of-a-kind events. From private Connecticut wedding cruises and extravagant corporate outings to exclusive private engagement and anniversary parties, guests will enjoy a picturesque Long Island Sound cruise that won’t soon be forgotten.

Connecticut dinner cruises, lighthouse cruises wedding receptions, bar and bat mitzvahs, and corporate outings on the Skyline Princess unite breathtaking sights, impeccable cuisine and superior service to create an unforgettable southern New England cruise.

Let Us Help You Plan The Perfect Event

Convenient Connecticut Ports

Our Connecticut departure ports are in Stamford & Norwalk which makes the Skyline Princess an ideal location for corporate entertaining. For more information please visit our Connecticut Harbor Cruises website .

We are available for private dinner cruises, corporate events and entertaining, fundraising, school cruises as well as social and family parties, sailing from both Norwalk, CT and Stamford, CT. These are perfect for groups of all sizes.

Perfect For Events Of All Kinds

These Connecticut dinner yacht charter cruises, feature lighthouses, mansions, scenic islands, impressive yachts, and the beautiful Connecticut harbors while cruising the Long Island Sound. Cruises from Norwalk and Stamford are ideal for unique events of all kinds. Make your special event cruise a Fireworks Cruise in July and August, ask how .

Our public dinner cruises are convenient from CT located just over the Whitestone Bridge in Queens. They are ideal for everything from romantic dinners for two, office parties, birthdays and all celebrations for groups of from 2-400. We have cruises viewing the NYC Skyline, Long Island Sounds Lighthouses and Mansions as well as fireworks cruises.   We are an owner-operated company, so our clients work directly with the people responsible for delivering the personalized service that they deserve. We also offer flexibility that can’t be found elsewhere in regard to times, menus and locations. To book a Connecticut yacht charter or dinner cruise with us today, call (718) 446-1100 .

Skyline’s attentive staff serves premium beer, wines, and liquor at the cash bar. Want something special? Contact the event experts at Skyline Cruises to customize your experience.

Skyline will make your Connecticut event truly special so book now!

“We thoroughly enjoyed our dinner cruise with Skyline Cruises and highly recommend others to come aboard. From the expert and patient attention, from the booking agent, Buck Tanzi, to the attention of the staff on board, to the quality of the food, everything and everyone was top notch! The boat was clean and spacious. All decks afforded great views. New York is one of the world’s most beautiful cities, and seeing it at night is a wonderful experience. We can’t wait to do this again.”

– B. Klag

Smooth Sailing

Our yacht is a floating banquet room designed for year-round cruising. It is fully climate-controlled for year-round outings and because it sails in the calm, sheltered waters of the famous New York Harbor or Long Island Sound, you’ll experience smooth sailing.

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Private charter locations.

• The World’s Fair Marina – Flushing, Queens, NY
• Chelsea Piers – Manhattan, NY (Private Cruises Only)
• Pier 36 – Downtown Manhattan, NY
• Liberty Landing Marina – Jersey City, NJ
• Town Dock Park – Port Washington, NY
• Ponus Yacht Club – Stamford, CT
• Veteran’s Memorial Park Marina – Norwalk, CT
• Municipal Marina – New Rochelle, NY
• Yonkers City Pier – Yonkers, NY

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For questions or specific details call Darin at 860-287-7956

1.5 Hour Cruise

sail or sunset cruise. Pack a picnic and eat onboard. Sail Fisher’s Island Sound and nearby shores viewing the scenic sound, lighthouses, islands and beautiful homes. Includes a swim.

Rates: $350

2 hour cruise, rates: $400, 3 hour cruise.

Do everything in a 2 Hour Cruise, plus have the option to relax at anchor and swim.

Rates: $550

4 hour cruise.

Day sail or sunset cruise. Pack a picnic and eat onboard. Sail to Fisher’s Island and sail nearby shore viewing the beautiful island and homes.

Rates: $650

5 hour cruise.

Experience it all! Sail out to the open ocean or stay inside the protected waters of the Fisher’s Island Sound. Do everything in a Half Day Cruise, plus have the option to dine dockside at a restaurant.

Rates: $750

6 hour cruise.

Sail to Fisher’s Island and sail nearby shore viewing the beautiful island and homes. Plus have the option to relax at anchor, sail out to a beach or island to enjoy.

Rates: $850

7 hour cruise, rates: $950, 8 hour cruise, rates: $1050, 4 day term (over night) charters up to 4 guests ..

2 day overnight to Block Island $2000 3 day Block and or Newport RI. 4 day Block and or Newport RI.

Caribbean Boat

Located Coral Bay, St John, USVirgin Islands. Pic is of Hartmann and Palmer Seamaster 46’ Sailboat

Snorkeling stops while swimming: 6 hour 2 snorkel stops 8 hour 3 snorkeling stops Byo food and beverage.

2 day overnight to Block Island $2000

St. john usvi.

This St. John USVI stop will offer up to 4 days USVI only. Term Charters Departing 8am. Arriving 8pm day of return. Byo food and beverage

Rates: 2 day $2000 3 day $2800 4 day $3500

Jeaneau 47’.

Jeaneau 47’ offering up to 4 day term (over night) charters up to 4 guests .

Block Island / Newport

Rates: 2 day overnight to Block Island $2000 3 day Block and or Newport RI. 4 day Block and or Newport RI.

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(860) 287-7956

Locations Mystic CT New London CT Saint John USVI

New London Dock 

Mystic Dock 

Coral Bay Dock

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Fishers Island Sound is considered by many to be the one of the premiere sailing locations. With Captain Darin Keech as your guide, you’re sure to embark on a sailing experience worth remembering. Check out the Press link on menu above to read more on Darin and Poet’s Lounge Sailing Charters.

Fairfield Southwest

Hartford Central

Litchfield Northwest

Mystic Eastern

New Haven South Central

Sightseeing cruises in connecticut explore state's maritime history.

Sightseeing boat tours and cruises from Mystic, along the Connecticut River, and other points along the Connecticut shore offer a fresh, sailor's eye view of the rich maritime, seafaring, and ship building history of southeastern Connecticut. Join a scheduled cruise or charter a boat for a private party or a fishing excursion. Schedule cruises feature views of lighthouses , nature viewing and bird watching -- including migrating eagles and ospreys on the Connecticut River -- and relaxation at sunset. Individual charters are great for company outings, birthdays, retirements, and bachelor parties.

Argia Mystic Cruises

75 Steamboat Wharf Mystic, CT, 06355 Phone: 860-536-0416

Blackhawk Sport Fishing

Sailing from the Niantic Bay Marina Niantic, CT, 06357 Phone: 860-448-3662 Toll-Free: 800-382-2824

Head out to sea to observe the perfect sunset, frolicking seals, eagles in flight

Essex Steam Train & Riverboat

One Railroad Avenue Essex, CT, 06426 Phone: 860-767-0103 Toll-Free: 800-377-3987

You’ll feel you are traveling back in time when you board Mississippi-style riverboat

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