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Sailing Charters

Top 6 sailing charters on martha’s vineyard.

September 18, 2023

Nestled amidst the pristine waters of Martha’s Vineyard lies a paradise for sailing enthusiasts and adventurers. Martha’s Vineyard, renowned for its natural beauty and coastal charm, offers an idyllic backdrop for unforgettable sailing experiences. Whether you’re a seasoned sailor or a landlubber eager to embark on a maritime adventure, sailing charters on Martha’s Vineyard have something special in store for you.

Join us as we explore the top sailing charters on Martha’s Vineyard that grace this picturesque island, providing you with a unique opportunity to set sail and embrace the tranquil serenity of the sea while reveling in the island’s rich maritime history and breathtaking coastal vistas.

“There is no better tool or equipment you can have on board than a well-trained crew.” —Larry Pardey

Our pick for the top sailing charters on martha’s vineyard, witch of endor sailing charters.

Address: Vineyard Haven Harbor City/State/Zip Code: Vineyard Haven, MA 02568

Witch of Endor Sailing Charters, operating around Martha’s Vineyard, Massachusetts, has been sharing the joy of sailing with countless individuals and families for over two decades. They’ve become a cherished part of many Vineyard traditions, with families returning each summer to embark on their voyages. Witch of Endor has also been a choice for intimate wedding ceremonies and has performed the solemn scattering of ashes at sea, a testament to their meaningful role in people’s lives.

Witch of Endor offers various sail durations, including destination sails that allow passengers to explore different coastal towns. These one-way excursions provide a unique perspective of the island’s topography and create opportunities for convenient, picturesque arrivals at dinner reservations in another town.

Their flexibility extends to return options, such as leaving a car at the destination harbor or using the public bus system , taxis, or rideshare services. Popular destinations include Vineyard Haven to Edgartown, Vineyard Haven to Menemsha, and Vineyard Haven to Woods Hole, among others.

With a commitment to customization and a quarter-century of sailing expertise, Witch of Endor Sailing Charters invites you to craft your ideal sailing experience and be part of their enduring legacy in the Vineyard sailing community.

“A sailor is an artist whose medium is the wind. Live passionately, even if it kills you, because something is going to kill you anyway.” ―Webb Chiles

Catboat charters.

Address: 1 Dock Street City/State/Zip Code: Edgartown Ma 02539

Catboat Charters offers a serene and personalized sailing experience around Martha’s Vineyard and Newport, Rhode Island. With a focus on relaxation, their USCG-certified captains ensure a safe and enjoyable journey for private groups of up to six passengers. Their 30-foot catboats provide ample space to lounge in comfort, complete with a private restroom and drinking water onboard. Guests are welcome to bring their own snacks and beverages, making it a truly customized experience.

Catboat Charters believes that sailing is best enjoyed with a small group of friends or family, allowing for a more intimate and enjoyable adventure. Their two-hour private sailing charters include amenities such as blankets and a Bose Bluetooth speaker, ensuring a comfortable and memorable outing. Whether you choose to explore Martha’s Vineyard or Newport, this charter provider promises a relaxing and scenic sailing experience that’s perfect for any occasion.

“If you are going to do something, do it now. Tomorrow is too late.” —Pete Goss

Island sailing tours.

Island Sailing Tours, a premier sailing charter provider, offers an unforgettable maritime experience around Martha’s Vineyard, MA, and beyond. Their stunning vessel, Tandemeer, a classic 60′ ocean-going ketch, provides ample space for guests to relax and enjoy the journey. With comfortable lounging areas inside and out, a classic teak interior, and an attentive crew, Island Sailing Tours ensures a luxurious and relaxing voyage.

For those embarking on overnight sails, Tandemeer boasts four private double staterooms, each equipped with ensuite facilities, plush linens, towels, and gourmet meals prepared by a talented chef.  Captain Sequoia Sun, the owner of Tandemeer and Island Sailing Tours, brings over 50 years of sailing experience to the helm. 

“Ships are the nearest things to dreams that hands have ever made, for somewhere deep in their oaken hearts the soul of a song is laid.” —Robert N. Rose

Sailing martha’s vineyard.

Address: Menemsha jetty dinghy dock and Basin Road, City/State/Zip Code: Chilmark, MA 02535

Sailing and Martha’s Vineyard are inseparable, and “MT-105” offers an exceptional seafaring experience. This 105′ mega-yacht is a sailor’s dream, providing idyllic island passages and breathtaking adventures. From short, protected sails around the pristine Elizabeth Islands to exhilarating ocean journeys, “MT-105” delivers it all. Explore secluded gems like Cuttyhunk or sail to Nantucket for a night on the town. The vessel’s flexibility, combined with fair pricing and direct booking options, makes every sail memorable. With “MT-105,” the wind powers your voyage, and memories become treasures.

“How inappropriate it is to call this planet Earth, when clearly it is Sea.” —Arthur C. Clarke

Mad max sailing adventures.

Address: 25 Dock St, City/State/Zip Code: Edgartown, MA 02539

Mad Max Sailing Adventures is a prominent sailing charter provider operating in the picturesque waters of Martha’s Vineyard, MA. With over 30 seasons of experience, they have garnered a loyal following of return customers who consider their sailing trips the best activity on the island. The company offers afternoon and evening sails departing from their marina on Historic Edgartown Harbor.

Their state-of-the-art Catamaran, Mad Max, is designed for both speed and passenger comfort, ensuring a smooth and stable ride. Passengers can relax in the shaded cabin or lounge on the netting up front, immersing themselves in the soothing sounds of the water.

Mad Max offers 2-hour public cruises in the afternoons and evenings, making it a convenient and exhilarating way to explore Martha’s Vineyard’s coastal beauty. For those seeking a more intimate sailing experience, visiting earlier in the week is recommended, as the tours tend to get busier as the week progresses.

“I was amazed that what I needed to survive could be carried on my back. And, most surprising of all, that I could carry it.” —Cheryl Strayed

Sail ena vineyard sound sailing charters.

Sail Ena Vineyard Sound Sailing Charters offers a quintessential sailing experience around Martha’s Vineyard, MA. Whether you seek a leisurely ride or a more firsthand adventure, Sail Ena provides options for all. Guests can relax while enjoying traditional sailing on Vineyard Sound or actively participate in raising sails and taking the tiller, feeling the excitement of sailing firsthand.

As the sun sets, Sail Ena offers enchanting sunset sails, creating the ideal conclusion to a day on the water. Moreover, they offer specialized sailing instruction for women, conducted by women instructors. These sessions provide valuable skills and confidence in a relaxed and enjoyable atmosphere, available for both groups and individuals by appointment.

“Confronting a storm is like fighting God. All the powers in the universe seem to be against you and, in an extraordinary way, your irrelevance is at the same time both humbling and exalting.” ―Francis LeGrande

Summary of sailing charters on martha’s vineyard.

In the maritime paradise of Martha’s Vineyard, sailing enthusiasts are spoiled for choice when it comes to unforgettable experiences on the open water. From the tranquil beauty of Vineyard Sound to the captivating charm of the island’s coastline, there’s no shortage of breathtaking scenery to explore. Sailing charters like Sail Ena Vineyard Sound Sailing Charters epitomize the maritime magic this region has to offer. Whether you seek a leisurely sail, an educational experience, or an adventurous outing, these charter providers cater to all preferences.

Other esteemed charters, such as Catboat Charters, also ensure that Martha’s Vineyard remains a premier destination for sailing aficionados. With their seasoned crews, well-maintained vessels, and the allure of Vineyard Sound’s crystal waters, these charters promise unforgettable moments for families, couples, and solo adventurers alike.

Check out other ideas for a Day Trip to 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!

Book online or call 508-771-0107 for More Information.

*TICKETS AREN’T AVAILABLE UNTIL 2 WEEKS PRIOR TO SAIL.

Welcome to Catboat Charters

Sailing should be relaxing..

Explore the quaint waterfronts of beautiful Martha’s Vineyard & Nantucket aboard a spacious 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.

Click here to check rates and availability for martha's vineyard.

New Location for 2024: NANTUCKET ISLAND!

Click here to check availability for the 2024 season nantucket.

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. gift an experience....

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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

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2020 Catboat Charters Reflections

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It Takes A Village

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Browse a unique selection of Martha’s Vineyard Catamaran Yacht Charter and embark on the most exclusive luxury retreat. The tranquillity of cruising, coupled with the warm crew’s services, gourmet cuisine, and tailored itineraries, encapsulates the essence of opulence that Martha’s Vineyard is renowned for, creating unforgettable memories on the gentle Martha’s Vineyard tides.

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NAUTI GIRL EXCURSIONS

Day 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.

PRIVATE  EDGARTOWN CRUISES & EXCURSIONS

ALL OF OUR EXCURSIONS ARE PRIVATE AND FULLY CUSTOMIZABLE 

ALL EXCURSIONS INCLUDE 

USCG LICENSED MASTER CAPTAIN

FULLY FUELED 24' BENNINGTON DOUBLE-DECKER PONTOON BOAT WITH BLUETOOTH STEREO

A COOLER STOCKED WITH ICE FOR YOUR USE (BYOB)

ICE COLD BOTTLED WATER

TOWELS FOR DAYTIME EXCURSIONS

BLANKETS FOR SUNSET EXCURSIONS

WATER TOYS & FLOATS

Whether you're looking for a short adventure or a full day of fun, we have something for everyone.

EXCURSIONS OFFERED

2 HOUR EXCURSION

4 HOUR EXCURSION

8 HOUR EXCURSION

SUNSET EXCURSION

SUCLUDED BEACH EXCURSION

Captain Angie Fisher

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 Pouge.  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!

   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!

Reviews .

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. 

 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!

What an unforgettable excursion. Captain Angie flawlessly navigated the boat and made sure everyone was having a great time. We made memories that will last a lifetime! Will book again! THANK YOU CAPTAIN ANGIE!  

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.

Ranked #1 on TripAdvisor 4 years in a row PLUS: Traveler's Choice Award Recipient

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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.

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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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  Sailing and Martha’s Vineyard go together like two peas in a pod. 

(Make that "two clams and a cod.") Coming to the Vineyard and missing an opportunity to sail this 105' puppy would be like visiting Niagara Falls, NY, and not seeing a waterfall.

We offer ultimate, enviable sailing aboard a sweet and powerful, custom built, 5-spreader mega-yacht designed with you in mind for friendly and hardy, (can we add "invigorating?"), island passage-making.

"MT-105" is on the ”To Do/Bucket list”

of every sailor and non sailor alike. She's standing tall for all those living and loving the "island life," who keep coming back for more positive identity and peace of mind. 

  We specialize in a variety of short, protected sails that will glide you and your friends (as if on a huge, fantasy kite) across Vineyard Sound and through the remote and pristine Elizabeth Islands for swim, cook out or a mini-adventure ashore......with time frame to match your budget. 

Ever been to Cuttyhunk? Most haven't, (including Vineyarders). It's the Cape and Islands' best kept secret. You'll find out why when you get there. Accessible only by boat to those with the means and determination.  And what better way, more traditional (and romantic), to preserve such a treasure island than to get there by sail? And what better sailboat ride than aboard the highly evolved, finely tuned "MT-105?" We work in harmony with the elements; with the environment; with clean and quiet, renewable wind power; 

using the wind ......but not using it up. Instead of island hopping, however, if the wind is right and the sailing perfect, (as is so often the case), why not take advantage of the moment and just keep on sailing for the afternoon? Who needs Cuttyhunk? (We'll catch it next time around.) We can be as spontaneous as you want and we are as flexible as our schedule allows. 

Your boat, your call. 

Either way, it's all healthy, refreshing fun in the sun. You and your family/friends deserve no less. Our prices and the feel-good quality of what we have to offer simply can’t be matched.  

For the more adventurous we provide longer, more exposed ocean sailing around the "Head," (outside Aquinnah), past Nomans and eastward along the South Shore. Circumnavigate Martha's Vineyard and/or, (sailing through Wood’s Hole), the Elizabeth islands. 

Sail to Nantucket for dinner and a night out on the town. Roam the cobblestone, then, for a taste of "cruising life," crash aboard the elegant "MT-105"  in snug, historically acclaimed harbor, waking up to blueberry pancakes hot off the grill before sailing back to Menemsha.

Sail Vineyard Sound, Nantucket Sound, Buzzards Bay or sleigh ride the sweet ground swells of the Atlantic Ocean by moonlight. (Talk about somethin’ to talk about!) 

On "MT-105" we do it all. 1-hour sails, 2-hour sails, 1/2 day sails, all-day sails, sunrise sails, sunset sails, moonlight bundle-up sails, overnight sails, pick up/drop off destination sails, birthday sails, bachelorette sails, wedding-proposal sails, wedding sails, memorial sails, out of this world sails; the best of any and all kinds of sails and the best sailing of all.....at a price you can afford.

And speaking of prices, here's the best part: we cut out the middle broker saving you all commission fees and communication hassles, keeping our prices lower and allowing you to deal directly with us. And get this: the more in advance you book your sail and the more frequently you come back to sail with us..(again and again).... the less you pay per sailing hour. Hey, when you come back, we've got your back. 

(WARNING: sailing "MT-105" can be very addicting!) 

And how about this?  If your family budget stands in the way, we'll put that gang of yours to work and barter for some good ole' fashion "elbow grease."  Bitcoin anyone? How about gold doubloons? Let's make this happen!

Check out our new, consumer-friendly Rescheduling and Cancellation Insurance policies, the most flexible and reassuring in the industry, (setting yet another standard), allowing you to book ahead with confidence, leaving you more options for the weather of your choice as opposed to the weather you have been dealt.

We offer Public Sails and Private Charters for up to 6 guests, in full accordance/compliance with all US Coast Guard Rules and Regulations. Or, you can "bare boat" with demise charter contract agreement with up to 12 in party.

All sails come with USCG licensed Captain. That would be yours truly, “Admirable” Nick himself, at your service; as well, (if you're lucky), with first mate extraordinaire and social director, Charlie make-'em-laugh Harari whose unique perspective on life and living and whose sailing acumen are truly legendary and known up and down the entire Atlantic Coast (both hemispheres), if not the world over.

We sail from Menemsha, Martha’s Vineyard, 

.....where the winds are more favorable 

and the setting more enticing and memorable.

Featuring live music 

with pick-any-song “Nick & The Pirates.”  (If we don't know it you get to pick another.)

Let the (“pirate”) crew be you (or you may opt for additional, hired crew.)

Sailing is man in harmony with his environment. To experience some of the best sailing on this planet...let the party begin here and now. Give us a call so we can get you up to speed and help champion your ability to turn dream into reality. You can do this, and for introducing them to "MT -105" your good buddies are gonna luv ya' all the more for it. 

We're happy to answer any and all of your questions and assist you in any way we can.

508-246-7034

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THE BEST Martha's Vineyard Boat Tours

Boat tours in martha's vineyard.

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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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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.

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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!

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Vineyard Square Hotel & Suites

End Your Day with a Romantic Sunrise Cruise on Martha’s Vineyard Waters

The Best Martha’s Vineyard Boat Charters to Chase the Sunset On

There’s nothing quite like seeing the sun sink into the horizon as you cruise around the waters surrounding Martha’s Vineyard.

• For three decades, Mad Max Charters has shown visitors and locals alike breathtaking views on its sunset catamaran sail . You’ll depart from Edgartown Harbor and sail into the Nantucket Sound. Don’t forget to bring along snacks and refreshments to enjoy on your journey. 
• Go for a two-hour cruise with Plan Sea . To make this luxurious cruise even more enjoyable, you can bring your own food and drinks, including cocktails.
• Celebrate the end of another day on a cruise with Island Time Charters . Their sunset and cocktail cruise will take you on a sightseeing harbor cruise. You have two different cruising routes to choose from, so be sure to look into the different options.
• Set sail on Nauti Girl Excursions’ double-decker pontoon. Their sunset excursion can be combined with one of their other cruise options so that you can enjoy a full day out on the water. Explore Edgartow n, Chappaquiddick, a nd Katama Bay as the sun sets behind the Edgartown Lighthouse. 
• Pirate Adventures Martha’s Vineyard offers a unique sailing experience. Cruise through the Nantucket Sound after departing Oak Bluffs Harbor on a pirate ship. 
• Explore Martha’s Vineyard’s waterways with Catboat Charters on its restored 1927 Cape Cod Catboat. Their private sunset sails are two hours long and can accommodate up to six passengers. 

Plan Your Dream New England Escape

No matter what type of accommodation option you choose, you’ll have a cozy place to call home. Make the most out of your stay by taking advantage of our on-site amenities , including a fitness center, homemade continental breakfast for in-season guests, and more. Call 508-627-4711 to learn more about the hotel or how to save on your stay .

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