catamaran ride martha's vineyard

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The Bay Breeze

Sailing on the Bay Breeze

The Bay Breeze is a 45’ Lock Crowther designed catamaran. At 23’ wide, the Bay Breeze is a very stable platform for sailing. Come out on a 2 hour public afternoon or sunset sail, or charter the boat privately with up to 25 of your closest friends and family. The Bay Breeze is a Coast Guard inspected and certified vessel. We sail out of Hyannis Inner Harbor into Lewis Bay and Nantucket Sound. The boat picks you up at 147 Lewis Bay Rd in Hyannis. You can google that address or “hospital boat ramp”. There are only 4 parking spaces there. If you want to try and get one, give yourself plenty of time to repark somewhere else in case they are taken.  If you park at 180 Ocean st, it’s an eight minute walk. You must use the pay at pay stations at Ocean st. It is usually always cooler on the water so please dress accordingly. You don’t need to print ticket. We will have your name in our reservation book.  You are welcome to bring a small cooler with drinks and snacks.

Afternoon or Sunset Sail

2 Hour Public Sail

Sunset Sail

Afternoon Sail

12 & Under

Under 2 Years

Reserve Your Spot Now!

PO BOX 1821 Vineyard Haven, MA 02568

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"Steady As She Goes"

The smooth sailing that catamarans offer is simply untouched by traditional monohulls allowing you to 'come sailing without heeling!'

Refreshing Food

Great food and drinks for cruise lovers

Great People

Perfect for families and friends

Sunset Cruise

Sunset cruises available upon request

Enjoy your own private chartered cruise on beautiful Martha's Vineyard. A unique way to celebrate ANY occasion!

check out our photo galleries with shots of the boat and charters

we are happy to accomodate special requests so just ask us and we can discuss options

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Here is what our guests have to say......

"We chartered with Steady as She Goes for our 40th wedding anniversary! Both Gary and Jayne were wonderful and made us feel so comfortable! I would highly recommend this cruise; it was so enjoyable!" Madonna McGinty 7/8/15

"If I could give more that 5 stars I would! we chartered the catamaran Dream Catcher to celebrate my bachelorette weekend and it far exceeded our expectations! We really couldn't have asked for anything better and I hope to charter again soon. Kelly Conklin 9/7/15

"What a fantastic way to see the island! We really enjoyed this cruise and have to say that it was the best part of our vacation! An experience of a lifetime for our party whose ages ranged from 5 to 72 and a good time was had by all. Lots of room to get around on board and Captain Gary and Jayne were beyond hospitable!" Joyce McCarthy 6/17/15

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Cruises to Martha’s Vineyard

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• VIEW MARTHA'S VINEYARD CRUISES

Martha’s Vineyard Cruise Port Guide

Martha’s Vineyard cruises are the perfect way to see the magnificent Massachusetts coast and one of the most historic ports in New England. This island, just south of Cape Cod, is one of the oldest settled and continually inhabited places in the United States and is steeped in rich colonial culture and quirky charm.

The long, sweeping sandy beaches in Martha’s Vineyard are straight out of an oil painting, with picturesque lighthouses dotted along the shores and grand mansions adorning the nearby streets. Take a trip around the island to see wildlife reserves, lush farmland, historic monuments and fishing villages backed by rolling sand dunes.  You’re never far from the sea here, with fishing boats, swish marinas and enticing seafood restaurants at every turn. Come for the beaches, but explore the island’s culture and cuisine at the same time.

Martha's Vineyard Shore Excursions

Amazing experiences coming soon.

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Things to Do in Martha’s Vineyard

Tour the Edgartown Lighthouse

For centuries, lighthouses were the only way to guide ships away from the jagged cliffs and rocks of the New England coast. They still play an essential role today. The lighthouses on Martha’s Vineyard are also an historical reminder of human ingenuity, public safety, and cultural style.

The Edgartown Harbor Light is one of just five remaining lighthouses on the island. It is two stories tall, made of mostly wood, and has stood sturdy in its place since the 1820’s. You can get some incredible views from the top, and it’s a real treat to tour the inside to learn about its storied history and role in helping to keep ships and their crews safe.

Visit the Cape Poge Wildlife Refuge

Martha’s Vineyard cruises have lots to offer nature lovers, and the Cape Poge Wildlife Refuge is a must-see during your visit to the island. The refuge is located on nearby Chappaquiddick Island, an easy day trip. Here, a barrier beach with an expansive salt marsh and red cedar colony protects local flora and fauna and contributes to an immense biodiversity. Hike the Trustees Reservation for a unique perspective on the island, and walk with a licensed guide in search of plovers, terns and oystercatchers, all of which nest here.

Family Fun at The Iconic Flying Horses Carousel

Who doesn’t love a classic carousel? This timeless amusement ride may feel like a flashback to the past, but in Martha’s Vineyard the Flying Horses at Oak Bluffs is legendary. Built in 1876, this is the oldest operating platform carousel in the United States, and is categorized as an official historic national landmark. 

Kids and adults of all ages will marvel at the intricate design, structure, and movements of the gleaming wooden horses. The music and themes are classic, and a ride on the carousel is a great way to transport yourself to another era before heading into town for ice cream and homemade fudge.

Learn More About Bermuda Shore Excursions

Top food and drink spots near the martha’s vineyard port.

Foodies will love cruises to Martha’s Vineyard, which for such a small island, packs an impressive culinary punch. At The Red Cat Kitchen, classic New England pub fare meets modern craft cocktails and hearty draft beers. Sample local seafood soups like the iconic clam chowder, or try baked crab served with corn risotto and cream. 

For something more upscale, dine at L’Etoile Restaurant in Edgartown, where French cuisine featuring local seafood exceeds even the highest expectations. Try their Menemsha lobster with lemon-pepper pappardelle for a real treat, and end with an aged port wine before heading back to your ship.

Culture & History of Martha’s Vineyard Cruise Port

Martha’s Vineyard was originally inhabited by the Wampanoag tribe and later settled by the British in 1602. It was a key port to both the British and Americans over the last 400 years, serving as a protectorate of Boston, and an integral trading point for whaling and other goods. In recent history, Martha’s Vineyard has been best known as a summer vacation escape for America’s rich and famous, as well as a tight-knit community of year-round locals and seashore lovers. It’s friendly, fun, full of culture, and a great place to visit for adventure and escapism.

Martha’s Vineyard Port Facilities and Location

Martha’s Vineyard’s port facilities are modern and convenient. You can step off the ship and walk right into the pretty colonial town of Oak Bluffs, with plenty of shops and restaurants to explore.

Transportation in Martha’s Vineyard

Getting around Martha’s Vineyard is done mostly by car or tour bus, once outside the villages of Oak Bluffs or Edgartown. You can rent a car for the day if you’d like to do some serious exploring, or charter a tour van or taxi. In the villages, you can walk everywhere or rent a beach cruiser bicycle to get from place to place.

Shopping Near the Martha’s Vineyard Cruise Port

Martha’s Vineyard is all about boutique shopping and artisan crafts. You won’t find chain stores or malls here, which is part of the island’s charm. Right by the cruise port, you’ll find fantastic boutiques that specialize in maritime-themed art, wood carvings, furniture, and other artisan gifts. There are also a number of tempting chocolate and taffy shops nearby, as well as clothing stores that represent the seafaring culture of the island and its people.

Local Currency & Tipping Options

The local currency in Martha’s Vineyard is the US dollar, and ATMs are very easy to find at the port and in any of the island’s villages. Credit cards and debit cards are accepted pretty much everywhere, although you should also carry some cash as it’s preferred by some smaller merchants and food vendors. Tipping is expected for meals, tours, and drinks, and a standard 15-20% for good service is the norm.

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Sail With Us

"life is either a daring adventure or nothing".

 Helen Keller coined the phrase and we totally agree. At Sail The Vineyard, we take life on as a daring adventure and embrace all that means. We are a unique all-female crew, led by an adventurous, accomplished female captain who splits her time between Martha’s Vineyard and The Caribbean. Our captain is not only a US Coast Guard Master Mariner and Royal Yachting Association Yachtmaster, she is the only Certified instructor on Martha’s Vineyard, credentialed by the American Sailing Association. She takes great pride in mentoring sailors and particularly enjoys mentoring other female sailors.

The thrill of sailing aboard our sleek, fast classic sloop-rigged sailboat is the perfect adventure for your vacation to the Martha's Vineyard. Exploring the beauty & history of the Vineyard by sea is a special experience you won't forget.  The picturesque coastline of lighthouses, historic homes, and beautiful beaches are just a few of the beloved sights of the area. Embrace adventure yourself and feel the thrill of the wind in your hair, find your inner mermaid, and maybe learn the art and science of sailing.  

"The Sea, once it casts its spell, holds one in its net of wonder forever"

Let us show you the magic of the sea on one of our sailing excursions. Breathe in the salt air and find your inner mermaid!  Enjoy snacks or a picnic lunch while under way, listen to the ocean as it swooshes by and feel the wonder of the vessel as the wind fills the sails and carries you away.

To some, it's just water. For us, it's a place to regain sanity

We all need a little help regaining sanity now and then.  The constant pull of technology - cell phones, email, social media - often prevent us from living in the moment.  Unplug with us.  Unwind for a few hours or an afternoon and regain your sanity.

For Your Safety

We are fully compliant with all current regulations for charter boats and carry a maximum of 6 guests per the U.S. Coast Guard Code of Federal Regulations, Subchapter C. 

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Ahoy, sailors!

 Reserve your Summer 2024 sail now for best pricing & options! Plus, we're hiring - contact us for details!!

Welcome to Catboat Charters

Sailing should be relaxing..

Explore the quaint waterfronts of beautiful Martha’s Vineyard aboard a spacious and comfortable catboat with only your private group of up to six.

About Catboat Charters

Leave all your worries on land as one of our USCG-certified captains takes you on a scenic adventure under sail. We specialize in small private groups of up to six, so there is plenty of room to lounge in complete comfort. Our catboats are 30 feet long and a private restroom is onboard. Drinking water is included and guests are more than welcome to bring their own snacks and beverages. Please don’t hesitate to reach out to us if you have additional questions.

Take a two-hour sail aboard Dolphin in Edgartown on Martha’s Vineyard.

Click here to check rates and availability.

COMING SOON: New Location

Can’t make it to martha’s vineyard check us out at our new location.

Gift an Experience. A relaxing sail aboard a classic catboat is a perfect gift for any occasion.

Our uscg-certified captains will ensure a calm and safe sailing experience for you and your guests. check rates and availability.

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Catboat Charters Blog

• December 4, 2022

A Family Affair

The Summer Of 2019…So Far

• November 3, 2022

The Edgartown Lighthouse

• April 2, 2021

2020 Catboat Charters Reflections

• November 27, 2019

It Takes A Village

• March 2, 2019

Point Of Sail

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NAUTI GIRL EXCURSIONS

Feelin' nauti d ay and sunset cruises we have a nauti excursion that is perfect for everyone ​edgartown boat tours ~ captain angie fisher 15th generation islander and commercial fisherman.

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PRIVATE EDGARTOWN CRUISES

Nauti Excursions

See Edgartown from a different view

EDGARTOWN HARBOR/CHAPPAQUIDICK SUNSET EXCURSION

Our Sunset cruise is approximately 2 hours long. It can also conclude our 4-hour or 8-hour excursion.

Our private Sunset Excursion cruise offers stunning views of Edgartown Harbor, Chappaquiddick, Katama Bay, Cape Pouge, and Edgartown Lighthouse. Start in Edgartown Harbor cruise to Katama Bay and around the Oyster Farms, stop and take a group photo with the iconic Edgartown lighthouse behind you, all while sipping your favorite cocktail.  Our excursion ends by watching the sunset behind Edgartown Lighthouse while drifting on the open sea. Enjoy the scenery to the sound of your favorite tunes, as you can play your music through our on-board Bluetooth system. Come experience the beauty of Edgartown from the  water side. A NAUTI night you will not forget!

 ONLINE BOOKING IS FOR UP TO 6 PASSENGERS 

Over 6 passengers in your group? Please text Captain Angie @ 508-939-1421 we may be able to accommodate you. 

SIGHTSEEING EXCURSION 

Available for our 2-hour, 4-hour, or 8-hour Nauti Excursions. 

Experience the beauty of MARTHA'S VINEYARD on a private cruise. Enjoy the music through the boats' Bluetooth system as we cruise you around Edgartown Harbor, Katama Bay, Chappaquidick, and Cape Poge. Jump off the upper deck or pull up to a secluded beach for a nice swim or walk on the beach. It's YOUR VACATION, LET'S DO WHAT YOU WANT TO DO

Captained and 24' Bennington  double-decker pontoon boat "FEELIN' NAUTI" 

Ice, cooler, water, and soft drinks (BYOB)

Water toys, towels, and blankets

THE ISLANDER EXCURSIONS

Available for 2 hour, 4 hour or 8 hour excursion 

~Your captain will anchor the "FEELIN' NAUTI" our 24' double-decker pontoon boat in Cape Poge or Katama Bay Edgartown you can blast your music through the bluetooth system, go swimming, jump off the upper deck, eat, soak up the sun, take pics, and just have fun like us islanders like to do. Great for birthday celebrations! 

24' Bennington double-decker pontoon boat 

"FEELIN' NAUTI" 

Ice, cooler, and beverages (BYOB)

SECLUDED BEACH EXCURSION

Your captain will cruise you to a secluded beach and pull the "Feelin' Nauti" 24' double-decker pontoon boat onto the beach. Enjoy your little beach away from everyone.  Bask in the water,  take a stroll on the beach or just lay back and soak up the sun, the sky's the limit! 

A LITTLE ABOUT THE CAPTAIN 

Captain Angie Fisher is a native of Martha's Vineyard. She comes from a long bloodline of Fishermen. Her ancestors were whalers on Martha's Vineyard in the 1800s and her family has never left.  She has lived in Edgartown her entire life. Edgartown is and forever will be her home. Growing up as a fisherman's daughter she spent most of her childhood in or on the water in Katama Bay, Sengekontacket Pond,  Edgartown Great Pond, and Cape Poge.  Almost Everyday day in the summer her parents (Francis and Lori Fisher) would pack up the 1972 4x4 van and head to the beach. Grills, coolers, tables, horseshoes, Boogey boards, masks, and snorkels. Don't forget the quahog rakes and baskets!  Every day was a beach party to her, while her father was clamming and quahogging she would swim out and "help" her dad looking for little necks with her feet. It was the best childhood she could ask for. She is her father's daughter! And Angie felt at a young age she wanted to work on the water. She has been a commercial fisherman in Edgartown for 20+ years, she also helped out on her father's oyster farm in Katama Bay for 3 years. For over a decade she has dreamed about owning her own charter business, doing leisure cruises/excursions in Edgartown but as a mother of 2, she couldn't find the time or the resources. Now that her children are practically adults she found the time and accomplished getting her USCG masters (captains) license and dove in! She is the true definition of an island Nauti Girl!

REVIEWS 

   Wanted to say a huge Thank You for an Awesome charter a few weeks back. Angie is so friendly! I had a great time learning about MV from her. Her knowledge and experience on the water made the experience! Everything from private settings to comfy blankets and extra towels to information on oystering makes the her chapter one of a kind,  personal and top-notch! Can't wait to be able to do it again sometime soon!

 I recently took this charter with Angie and a group of friends. It was amazing!!!! Meeting Captain Angie was like meeting an old friend. Angie flawlessly ran that boat with an ease like no other. Nothing but laughs and good times. Cannot wait to do it again! You rock Angie and Nauti Girl Excursions!

I booked the Nauti Girl 8 hour excursion which ended with the sunset excursion for a girl's weekend! What a blast!! We will be back!!! She is the real deal! Her ease and professionalism at the helm speak to Angie’s deep experience. 

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Vineyard Square Hotel & Suites

Guest Post – Edgartown’s Floating Landmark

By rick conti.

Paris has the Eiffel Tower.

New York City has its Empire State Building.

San Francisco boasts the Golden Gate Bridge.

Every great city has a landmark that is visible from almost any vantage point within its limits.  Edgartown is no different.  In fact, Edgartown does them all one better.  While those other architectural wonders are impressive where they stand, the one that is the pride of Edgartown Harbor is mobile.

It’s a massive, fluttering sheet of white suspended from a majestic mast and sporting the image of a surly buccaneer named “Mad Max”.  The sinister stare of this profligate privateer surveys the harbor whenever he’s not otherwise occupied cruising the coastline of the Vineyard.

Mad Max is the name of a catamaran that offers cruises to landlubbers like me whose oceanic exploits are normally limited to the ferry.  But it’s more than that.  It is actually a monument to the seafaring history of the city.

OK, maybe I’m overstating it.  I do that.  But it is definitely a site that has always represented Edgartown Harbor for me.  It peeks above the roofs and gables of the buildings that line the shore, beckoning to the sea everyone within reach of its siren call.

I resisted that call for longer than I care to admit.  I remember hosting friends who were visiting the island.  Ever the pseudo-local, I put on my best haughty manner as I showed them around, pointing out the scenery and places of interest.  As Mad Max loomed over us, with feigned superiority I described its features and told them how I’d always wanted to take it for a sail.  One of them called my bluff.  “Why not now?”  I had no answer.

We all spent the next couple of hours skimming over the waves along the northeast coast of the island.  What a ride!  We brought some wine and snacks (encouraged by the boat’s management) and took in a view of the coastline we’d never appreciated before.  Being one who is prone to mild queasiness on anything but the most placid water surface, I feared the worst on a relatively small boat.  No need to worry.  The twin-hulled construction makes the ride as smooth as gelato.

One of the craft’s exceptional features is the mesh surface that spans the two hulls on the front half of the boat.  We lounged on it as the water rushed just a couple of feet underneath us.  We were mermaids and mermen soaring above the surf.  (See how the imagination can run away with you on such a magical experience?)

As the sun set, we made our way back to the harbor, where Max could once more lodge leisurely in his niche, overlooking his enchanting empire.  The rest of us carried the memory of our excursion long after we had reacquired our land legs.

Try that on the Eiffel Tower.

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 Martha's  Vineyard

• Which ferry should I take to get to Martha's Vineyard? There are 5 ferries to get to Martha's Vineyard - depending on where you are traveling from and whether you are taking your car or not. Nantucket & Martha’s Vineyard High Speed & Car Ferry | The Steamship Authority - this is the most popular and the only ferry you can take your car on - although you WILL need a reservation - standby can take all day, (some days no standby), Thousands of people are traveling on this ferry - it is best to leave your car in the parking lot in Falmouth and walk on. PLEASE BE ADVISED THAT YOU CANNOT PARK IN WOODSHOLE WHERE THE FERRY IS.... they WILL tow you .... parking is located at two different spots - the closest is approx. 15 min away and they offer a free shuttle back and forth. For Martha's Vineyard Travelers While there is no dockside parking available at our Woods Hole terminal, there are several off-site lots in Falmouth. We encourage you to arrive an hour before your departure time, so you have the time you need to park your car and ride our free shuttle service to the terminal. For your convenience, all shuttle buses have bike racks, capable of accommodating two bikes during daylight hours. A bike shuttle bus is available every day throughout the summer season. Current/real-time parking lot information is readily available by logging onto our mobile website at SteamshipAuthority.com, by calling our parking information line at (508) 457-7275 (PARK) or tuning into 1610 AM on your radio. This ferry ride is 45 minutes to the Vineyard. Island Queen Ferry • Martha's Vineyard Ferry - Second most popular, especially for those staying closer to Falmouth and the parking lot is right next door... makes getting to and from the ferry much easier... The drawback - compared to the Steamship Authority is there are fewer trips available. The trip takes approximately 35 minutes and offers an enclosed lounge or outside decks for passengers to relax and enjoy the scenic views of Vineyard Sound. The ferry is located at 75 Falmouth Heights Rd, Falmouth, MA, 02540 Hy-Line Cruises: Nantucket and Martha's Vineyard High-Speed Ferries (hylinecruises.com) - This ferry is especially convenient for those staying in the lower cape area (Hyannis, Yarmouth, etc). This link is perfect for your many questions: FAQs | Hy-Line Cruises (hylinecruises.com) New York City | New Jersey | Martha's Vineyard Getaway By Seastreak Ferry -- THIS FERRY ALSO HAS YEARROUND SERVICE FROM NEW BEDFORD, MA Seastreak is a leader in revitalizing fast passenger ferry services in the New York metropolitan area. We proudly offer high-speed catamaran services to points in Manhattan, central New Jersey, Nantucket, Martha’s Vineyard, and more with a fleet of robust vessels. In addition to commuter services to and from Manhattan and New Jersey, we offer an array of special events, sightseeing cruises and tours, daytrips, and getaways year round. In addition to our New York operations, we operate a seasonal ferry service (May through October) between New Bedford, Massachusetts and the port of Oak Bluffs on Martha’s Vineyard. The Martha’s Vineyard division operates daily service utilizing two high-speed catamaran ferries with capacity of up to 149 passengers. Martha’s Vineyard Fast Ferry – Rhode Island Fast Ferry -- a High-Speed Ferry to Martha's Vineyard, operating between Quonset Point, RI and Oak Bluffs, MV Rhode Island Fast Ferry is a water transportation company that provides ferry services to Martha’s Vineyard and Block Island. The company operates the largest and most luxurious fast ferry to Martha’s Vineyard, which departs from Quonset Point in North Kingstown, Rhode Island. The ferry ride takes approximately 95 minutes and offers stunning views of Narragansett Bay and Vineyard Sound. The company also offers sightseeing cruises, offshore wind support, and lighthouse cruises.
• Can I park at the Steamship Authority? NO!!!! Please be advised that you CAN NOT park in Woodshole at the Steamship Authority.... You WILL be towed.... Please park in one of the Steamship Authority Parking Lots available and take the FREE shuttle to the ferry (and back) Click on this link for directions, phone number and info: Nantucket & Martha’s Vineyard High Speed & Car Ferry | The Steamship Authority 286 Palmer Ave - Google Maps
• What if the ferry is diverted to Vineyard Haven because of weather?? Do you pick us up in Vineyard Haven?? No..... All tours leave Oak Bluffs at 1 Seaview Ave If the ferry is diverted, we will know ahead of time and we will delay the tour until 11am... to give time to passengers to make their way to Oak Bluffs via the Martha's Vineyard Transit Authority, Uber, or Taxi It takes approx 10-15 minutes to get to Oak Bluffs (depending on traffic) We will be contacting reservations the night before for a pretrip check in.... we will also be keeping an eye on the weather for such delays or diversions. Thank you for your attention to this matter.
• If we would like to get back to other areas we already toured, what is the best way? Vineyard Transit Authority tip: if getting on and off more than once, buy an all day pass (approx $9), you will save $$$
• If the tour is canceled due to weather, is there a refund? Yes, a partial refund. We have a weather policy put in place to also protect ourselves... IF THE FERRIES ARE RUNNING, WE ARE RUNNING if the ferries are canceled due to the weather, and an alternative date cannot be made then a 50% refund will be made. If HomeGrown Tours cancels due to the weather a FULL refund will be made. example: it may be thundering and lightening and heavy down pours, but the ferry is running: we will not be touring due to the bad weather.... we will then refund fully! we keep a close eye on the weather daily and if bad weather is predicted, we stay in close contact with you to discuss what options you have. all refunds will be made on the 11th of each month
• What is your cancellation policy? 24 hour notice
• How many times do we get off the bus? We have 2 scheduled step offs for dining, restroom, shopping and sightseeing There is another stop we try to make as long as there is availability for parking.... a lil hole in the wall Native American bakery .... very small area, most times available - but alot of times no parking.... and cannot turn around - its always a luck of the draw! keep your fingers crossed.... :) We have several stops along the way to learn more in depth history and photo ops.
• How long are the step off stops and where?? The first step off stop is in Menemsha, Chilmark A quaint lil fishing village 15 minutes The second stop (could be, as described in the other faqs) at the Orange Peel Bakery in Aquinnah 10 minutes The Second (or third) stop is The Gay Head Clay Cliffs and Lighthouse in Aquinnah 30 minutes
• What type of vehicle do we tour in? And is Air Conditioned? We are the only tour company on Martha's Vineyard that has small shuttles Our cute lil shuttles offer a small group of 14 people There are huge windows which are great for sightseeing You can sit in comfy touring chairs without being cramped in small seats Ability to stand and walk around Our shuttles are definitely air conditioned
• What makes you different than the other tour companies? HomeGrown Tours is the only interactive tour company on Martha's Vineyard. HomeGrown Tours is the only Wheelchair Accessible Tour Company on Martha's Vineyard We are the only tour company mostly anywhere that offers a screen at the front of the bus that shows what certain sites looked like in the days or yore AND we have a new digital sound system that will surprise you at the local JAWS sites on tour. We are the only Wheelchair Accessible Tour company! (probably anywhere that I can find.) We have successfully helped make Martha's Vineyard a more accessible place to visit Please contact us to let us know in advance if you need a wheelchair lift - thank you for your attention to this matter. AND WE LOVE TO HAVE FUN..... we share a ton of history, personal stories and so many photos to help you see how we grew as an island and as a community. When you leave us, you will have learned something new and exciting... our stories will make you laugh or maybe cry, but that's what makes us unique and very family oriented.
• Are there private tours? Yes, we offer private tours for those that would rather not do a shared tour with others. We customize YOUR tour to what your desires are and what you would like to do most. Remember: our private tours are very laid back and relaxed. We also go where others don't go.... example: we will take you to the highest point on Martha's Vineyard - peaked hill - used to be a Laran station during the war to watch for boats and planes. Peaked Hill is 350 feet above sea level and overlooks all of Aquinnah.... It's a most beautiful spot.... or we take you on different roads to secret spots so fun to visit Most private tours are at least 4 hours and can be done at whatever time you choose, and we pick you up at your place of residence (hotel, private home, etc.) and drop you off where you choose.
• Do you do other things than just tours? Yes!! We have a clamming gig - clients dig for clams (quahogs) and learn about how to collect (dig)or (rake), keep and cook and eat (some raw) We take photos and videos for your own lil album of clamming fun Kids LOVE this gig We provide the permits and all equipment This event is primarily for those that are staying in residences with cooking facilities... Lets chat.... 7743278192 We do transportation for Weddings, Bachelor/ Bachelorette parties, Bar Crawls, Kids Summer outings, Beach parties and Scavenger hunts.
• Military Discount? Yes, we offer a military discount: You must provide an ID
• Do we a need a ticket to get on?? YES!!!!! you must provide a ticket whether its from your phone or you printed it out.... IF YOU DO NOT HAVE A TICKET, YOU CANNOT GET ON.... PLEASE BE AWARE OF THIS For those that cannot get the ticket printed or other trouble acquiring it, please contact us immediately and we will help you.

MOST POPULAR

This is the most popular tour to get an overall feeling of what MV is all about. Experience all the towns, rolling hills with ancient stone walls, beautiful vistas and breathtaking views. Fully narrated.  Please understand that besides our 24 hour cancelation policy, we also have a 50% weather policy to ensure our protection as well...  Thank you for your understanding ....

THE BUS TOUR  $65

Best Rated Martha's Vineyard Bus Tours And Sightseeing Packages

ULTIMATE JAWSOME JAWS TOUR

Sunset Tours

 HomeGrown Tours KidZ

Homegrown's

New  Mascot

SPECIALTY TOURS

Arranged by our team, romantic sunset, all island taster, here for the day, weekend excursion, august showdown.

HomeGrown Tours KidZ

   Sunshine Therapy

   farm to table,    hiking at the neck,    time with the animals,    historical curiosities,     fishing expedition.

HomeGrown Tours is the most unique tour company on Martha's Vineyard. Your tour is not only narrated by a 3rd generation Islander but it is also a hands on learning experience. I pass around items that relate to the Vineyard to get a feel of how we live here, I have a screen that shows what certain sites looked like in the 1800s, I offer cold bottled water and lite snacks and rain ponchos for those wet days. Our bus tours are fun, safe and full of history! Book privately and we go where other tours buses dont go. I treasure Martha's Vineyard and the history and beauty. Book a tour with us and make it the highlight of your vacation. Thank you for letting me show you where I live, you wont be disappointed.

Martha’s Vineyard Activities

For a quintessential New England trip, sailing Martha’s Vineyard is a must. From sunset cruises to full day sails, there is a sailing excursion for everyone. Depending on your style and what type of experience you want to have, check out one of these sailing excursions on Martha’s Vineyard:

• Sunset cruises with Black Dog Tall Ships . Hop aboard the 1926 schooner Alabama for an evening of sailing and sunsets. This excursion leaves from Vineyard Haven Harbor.
• Or sail off on the Mad Max catamaran . Made for speed and comfort, those on board will enjoy a smooth, stable ride. They offer two-hour cruises in the afternoon and evening and all depart at the Mad Max Marina on the Edgartown Harbor.
• For the ultimate ride, sailing Martha’s Vineyard at its finest is best experienced with Sail Ena . The Ena is a classic wooden 34’ sloop that leaves from Tashmoo in the Vineyard Haven area. Choose from half and full day sails, private charters, and sunset cruises.

No matter where you take off, be sure to land back at the Martha’s Vineyard Surfside Hotel. Located in the heart of Oak Bluffs and just steps away from the beach, our seaside accommodations are the perfect option for you and your family!

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THE 5 BEST Martha's Vineyard Boat Tours

Boat tours in martha's vineyard.

• Gear Rentals
• Fishing Charters & Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Island Sailing Tours
• East Chop Lighthouse
• West Chop Lighthouse
• Vineyard Haven Marina
• Sail The Vineyard
• Special Offers
• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. 2 Hour Sailing Tour of Vineyard Haven Harbor and Sound

2. 6 Hour Sailing Tour of Vineyard Haven Harbor and Sound

3. 3 Hour Sailing Tour of Vineyard Haven Harbor and Sound

4. 4 Hour Sailing Tour of Vineyard Haven Harbor and Sound

5. Sunset Sail Shared Tour

Keep the fun going with other experiences in the area.

Evening Voyage with Gansett Cruises in Newport, RI

Morning Mimosa Cruise with Gansett Cruises in Newport, RI

90 Minute Seal Watching Tour from Wickford

Twilight River Cruises

Haunted Boat Tours

Father's Day Boat Rides

Providence Architecture Boat Tour

Boat Tour of Green Jacket Shoal

Brews Cruise with Narragansett Beer

What travelers are saying.

• 2 Hour Sailing Tour of Vineyard Haven Harbor and Sound
• 3 Hour Sailing Tour of Vineyard Haven Harbor and Sound
• 4 Hour Sailing Tour of Vineyard Haven Harbor and Sound
• Pirate Adventures: Martha's Vineyard
• Catboat Charters
• Cottage City Oyster Farm Tour
• Sea Witch Sailing Charters
• The Black Dog Tall Ships
• Witch of Endor Sailing Charters
• Signature Oyster Farm Tours
• Steady As She Goes Charters
• Island Girl Excursions

The 2024 Season is Available for Booking NOW

The Premier Boat Tours and Rentals in Martha’s Vineyard, & Cape Cod

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• Sunset Cruises
• Day Time Cruises

Bachelor/Bachelorette Cruises

Special events, cape cod to martha’s vineyard bachelorette party cruise.

All aboard the Party Ferry for a truly memorable event. Go from Falmouth Cape Cod and spend 2-3 hours having a blast aboard the boat cruising the beautiful shoreline of Woods Hole, stop in a secluded cove for a quick swim and on to Oak Bluffs to continue the party onshore. Return to Cape Cod.

• Globe Daytime cruise, sightsee, swim , Go somewhere - transport
• Users Bachelor / Bachelorette
• Info Bachelor/Bachelorette Cruises
• Hour Glass 4-5 hours

Cruise Aboard Our Sea Adventure Charters

Are you searching for large boat cruises and memories to last a lifetime? Look no further than Plan Sea Adventure Charters ! Operating out of Cape Cod and Martha’s Vineyard , our 18-passenger boat rentals are available for tours, transport, and parties to and from Falmouth and Cotuit in Cape Cod &  Edgartown  and Oak Bluffs on Martha’s Vineyard . Ranging from 2 to 8 hours in length, our private cruise packages are offered in four categories:

• Special Event Cruises
• Bachelorette Party Cruises

Our boat cruises are perfect for family outings, bachelorette parties, team building, and chasing the sunset with your loved ones. Whether you’re looking to host group events or tour the local area more privately, our boat tours will leave you relaxed, inspired, and enticed to explore more of New England . Each vessel is safely chartered by Captains with U.S. Coast Guard Masters Licenses , while our professional staff ensures guests are comfortable and boats are maintained, clean, and running smoothly.

Climb aboard beautifully furnished, classic New England motor vessels for amazing coastal views and luxurious rides along Nantucket and Vineyard Sounds – featuring indoor and outdoor heated seating, a bathroom, and a wet bar. Open weekends, Friday through Monday, our cruises can be booked with a 48-hour booking notice. Grab your group and experience aquatic adventures today!

Cruise Aboard an Authentic New England Lobster Boat

Your Martha’s Vineyard and Cape Cod getaway offers a peaceful and relaxing respite from daily life. Complement your idyllic vacation with a private luxury boating experience aboard Plan Sea.

We provide unrivaled customer service and put your mind at ease by taking care of everything and offering flexible and customizable itineraries aboard our extraordinary vessel.

Whether you’re looking for a relaxing day on the water with a private boat charter in Cape Cod, or private trips to Martha’s Vineyard , trust Plan Sea to plan your perfect day at sea. Plan Sea is a 40-foot U.S. Coast Guard inspected motor vessel ( photos ). Our boat can take large groups of up to 18 passengers. She is a beautifully furnished, classic New England motor vessel with comfortable heated indoor and outdoor seating, a bathroom, and a wet bar. Our Captains are U.S. Coast Guard-licensed Masters.

Let our expert and professional staff create a memorable sea-faring experience , from Cape Cod to Martha’s Vineyard , with our private two to eight-hour cruises. Our Cape Cod boat tours leave you inspired, relaxed, and enticed to explore New England.

Make Plan Sea your Plan A!

4 Great Cape Cod to Martha’s Vineyard Ferry

Here’s Everything You Need to Know About Taking a Ferry from Hyannis and Falmouth to Martha’s Vineyard as You Plan Your Trip for 2023.

Click each ferry icon to see the ferry schedule.

1. Woods Hole to Oak Bluffs or Vineyard Haven

Steamship authority.

2. Hyannis to Oak Bluffs

3. Falmouth to Edgartown

3. Falmouth to Vineyard Haven

Island queen, do i need a car in martha’s vineyard.

You don’t need a car to move around Martha’s Vineyard. The shuttle bus services, numerous car rentals, and bicycle rentals will get you through the island’s 100 square miles.

Well, most of it…

In any case, you will spend most of your time enjoying the views.

One day is not enough to explore Martha’s Vineyard. But if you’re planning a day trip to Martha’s Vineyard , start at Oak Bluffs, then explore the island.

The towns are pretty close to each other. A bus ride from Vineyard Haven to Oak Bluffs takes 5 minutes.

If your ferry is sailing into Vineyard Haven , but you want to start your trip at Oak Bluffs , you can pay only $2 for the short bus ride to Oak Bluffs.

If you decide to bring your car, it’s even better. You can stop anywhere you want and explore.

Make sure to check out the stunning gingerbread cottages, the beaches , and Martha’s Vineyard Museum !

Take a bus tour if you would like a quick trip through the island’s history, architecture, culture, and exciting facts.

At the End of the Day….

Four companies offer ferry services between Cape Cod and Martha’s Vineyard terminals. The Martha’s Vineyard ferry ride depends on the company you choose.

If you take a Steam Ship Authority ferry at Woods Hole, you will arrive at Oak Bluffs in Martha’s Vineyard 45 minutes later.

If you carry your car, you will need to book your vehicle reservation in advance.

You don’t even need to carry your car to Martha’s Vineyard. There are shuttle buses, rental cars, and rental bikes to move around the island.

Enjoy the Following Activities in Oak Bluffs and Edgartown

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• Catching the Ferry

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Boat & Catamaran charter in Martha's Vineyard - Yacht Rental

Martha's vineyard yacht rental.

Martha’s Vineyard, Massachusetts, renowned for its rich history, pristine beaches, and breathtaking coastal vistas, has long been the go-to getaway for those seeking solace and luxury. Yachting.Rent introduces you to the art of exploring this captivating island through our premier yacht rental services. With our dedication to excellence, we aim to elevate your Martha’s Vineyard experience, allowing you to witness the island’s treasures from a vantage point like no other.

At the heart of our service lies an expansive fleet, carefully curated to cater to varied tastes and needs. Each yacht in our collection is a testament to maritime excellence, combining state-of-the-art technology with elegant design, ensuring your journey is smooth, comfortable, and luxurious. Whether you wish to sail along the island’s dramatic cliffs, anchor near its secluded coves, or simply drift in the tranquil waters while watching the sunset, our yachts are equipped to offer a seamless experience. From spacious decks and lavish lounges to professional crew members versed in the art of hospitality, every detail is meticulously addressed to guarantee your utmost satisfaction.

But what truly sets Yachting.Rent apart is our intrinsic understanding of Martha’s Vineyard and its maritime ethos. Our knowledgeable team is always at your service, offering insights into the best sailing routes, hidden gems, and must-visit anchor points around the island. Whether you’re intrigued by the historic charm of Edgartown, the bohemian spirit of Oak Bluffs, or the untouched beauty of the Vineyard’s western shores, our team ensures you experience the best of what this enchanting island has to offer. Beyond just yacht rental, we see ourselves as your partners in crafting unforgettable maritime memories. With Yachting.Rent, your Martha’s Vineyard adventure transcends the ordinary, transforming into an exquisite tale of sea, sky, and unbridled luxury.

Daniel Goldman

CEO of Yachting.Rent

Boat & Catamaran charter in Martha's Vineyard

Bali 4.5 – 4 + 2 cab. – Adria Chicha – 2017

Lagoon 450 F – 4 + 2 cab. – Shiva – 2018

Lagoon 42 – 4 + 2 cab. – Hanselli – 2024

Lagoon 42 – 4 + 1 cab. – pirelli – 2024.

Saxdor 320 GTC – Olivia – 2022

Saxdor 320 gto – kali – 2022.

Why Choose Us

Yacht charter in Martha's Vineyard

Martha’s Vineyard, an island shimmering off the coast of Massachusetts, has long beckoned travelers with its stunning landscapes, tranquil beaches, and a touch of New England charm. Yachting.Rent is thrilled to offer discerning explorers the chance to experience this island paradise aboard our top-tier yacht charters. As you navigate the sparkling waters surrounding Martha’s Vineyard, our yachts promise not just a journey, but an experience steeped in luxury, comfort, and unparalleled maritime elegance.

At Yachting.Rent, we believe that a yacht charter is much more than just renting a vessel; it’s about curating moments that linger long after the journey ends. Our handpicked fleet stands as a beacon of nautical opulence, each yacht meticulously maintained and designed to offer our guests the very pinnacle of seafaring luxury. From the contemporary interiors, plush seating areas, and state-of-the-art navigation systems to our highly trained crew who prioritize your comfort and safety, every element has been fine-tuned to perfection. So, whether you envision a romantic sunset sail, an action-packed day of water sports, or a serene voyage to the island’s hidden nooks, our charter services are tailored to match your every whim and fancy.

Yet, our commitment at Yachting.Rent goes beyond just providing a yacht; it’s about immersing you in the Martha’s Vineyard experience. Our local knowledge becomes your guide, directing you to the island’s best-kept secrets. Sail to the serene Menemsha Harbor, drop anchor at the picturesque Aquinnah Cliffs, or simply meander through the waters as the historic lighthouses stand sentinel. Each moment becomes a story, each wave a melody of the island’s allure. As you return to shore, it won’t just be the beauty of Martha’s Vineyard that stays with you, but the memories crafted aboard our yacht, epitomizing the perfect blend of nature’s splendor and man-made luxury. With Yachting.Rent, your voyage is not just about the destination, but the unforgettable journey itself.

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About Martha’s Vineyard

Why is Martha's Vineyard a good sailing destination?

Martha’s Vineyard, an island jewel off the coast of Massachusetts, is a haven for sailing aficionados and maritime enthusiasts. This enchanting isle, awash with sandy beaches, tranquil coves, and quintessential New England charm, presents a sailing playground that beckons with a promise of adventure, serenity, and indelible memories. With Yachting.Rent as your partner, navigating these crystalline waters becomes an experience of unparalleled beauty, seamlessly blending the thrill of the sea with the allure of the island’s tapestry of wonders.

The waters surrounding Martha’s Vineyard offer a kaleidoscope of sailing experiences. The island’s diverse coastline guarantees something for every sailor, from the novice to the seasoned veteran. Venture north, and the Vineyard Sound provides a bustling maritime corridor, alive with yachts, fishing boats, and the iconic ferries. To the south, the Atlantic Ocean unveils its vast expanse, challenging and thrilling in equal measure, offering sailors a taste of open sea navigation. For those seeking a more tranquil experience, the numerous harbors and bays, such as Edgartown Harbor and Menemsha Pond, present perfect anchorage spots, where one can lay back and let the island’s rhythms dictate the pace.

Yet, Martha’s Vineyard isn’t just about the water; it’s about the land’s embrace once you set foot ashore. The island, steeped in history and culture, offers a treasure trove of experiences. From the gingerbread cottages of Oak Bluffs, the serenity of the Japanese Garden in Tisbury, to the historic charm of Edgartown, there’s a narrative waiting to be discovered at every corner. The island’s culinary scene is a delight for the senses, with seafood, especially the Martha’s Vineyard Bay scallops, being a must-try. The myriad art galleries, museums, and local events ensure that there’s always something happening, making the island as enticing on land as it is on water.

Choosing Martha’s Vineyard as your sailing destination with Yachting.Rent ensures not just a journey across water, but a dance with nature, history, and culture. As you unfurl the sails and chart your course, you’re not just navigating the seas but stepping into a story, an adventure that encapsulates the magic of New England. With its blend of maritime challenges and shoreside wonders, Martha’s Vineyard stands as a testament to the timeless allure of sailing, making it a quintessential destination for those looking to capture the essence of the sea and the soul of an island.

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What Choose

Sailing boat or Catamaran, what to sail in Martha's Vineyard

Navigating the pristine waters of Martha’s Vineyard can be a transcendent experience, but choosing the right vessel can define your journey. At Yachting.Rent, we believe in helping our clients find the perfect fit, ensuring that their maritime adventures are nothing short of exceptional. As the azure waves of Massachusetts beckon, two prime choices emerge for avid sailors: the classic sailing boat and the contemporary catamaran. Both vessels have their distinct allure, and understanding their unique attributes can pave the way for a memorable voyage around this iconic island.

The sailing boat, a symbol of maritime tradition, offers a blend of romance and adventure. Its monohull design, with sails billowing against the horizon, is a sight to behold. Sailing boats ensure a direct connection to the sea, where every gust of wind and wave can be felt. This visceral feel of the water makes them a favorite among purists. Their narrower design allows for easier navigation through tighter spaces, making them ideal for exploring the many hidden coves and inlets of Martha’s Vineyard. On the flip side, their deep keels demand a sailor’s attention in shallow areas. However, for those who relish the challenge and the intimate connection with the ocean’s rhythms, sailing boats are unparalleled.

On the other hand, the catamaran stands as a testament to modern innovation in maritime design. With its twin hulls, the catamaran offers unmatched stability, making it a top choice for those who prioritize comfort and space. The wide deck and the trampoline area provide ample room for relaxation, sunbathing, or even a seaside picnic. Catamarans boast shallower drafts than their monohull counterparts, allowing them to venture closer to shore and anchor in shallow bays. Inside, they often feature spacious cabins and luxury amenities, ensuring that the journey is as delightful as the destination. Their stability and speed make them especially suitable for families or groups seeking a smooth and swift sailing experience.

In conclusion, the choice between a sailing boat and a catamaran often boils down to personal preference and the kind of experience one seeks. At Yachting.Rent, we pride ourselves on understanding our clients’ visions and helping them bring those dreams to life. Whether you’re chasing the thrill of traditional sailing around Martha’s Vineyard or seeking the luxurious comfort of a catamaran, our fleet is equipped to provide the perfect vessel for your escapade. As the sails unfurl against the Massachusetts sky and the horizon beckons, remember that with Yachting.Rent, every journey is a masterpiece waiting to unfold.

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Miami Beach Marina 300 Alton Road Miami Beach, Florida 33139

Ground Floor 8-9 Marino Mart Fairview Clontarf, D03 X589 Dublin

Ground Floor 8-9 Marino Mart Fairview Clontarf, D03 X589 Dublin, Ireland

(+1) 786 673 6820

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