The 5 Best Martha’s Vineyard Tours From Boston [2025 Reviews]

If you’re daydreaming of saltwater breeziness, charming coastal towns, and that effortless New England charm, look no further than Martha’s Vineyard. She’s been that girl for decades now – the getaway spot for presidents and celebrities, and is where every sunset feels like something out of a movie.

But let’s be real: with so much to see and do, the best way to take advantage of this lovely place is on a guided tour. I’ve gone ahead and reviewed the 5 top Martha’s Vineyard tours available, that are all well worth your time and money. Let’s jump right in!

Be sure to see our reviews of Boston Harbor Cruises, Hop on Hop Off Trolley Tours and Boston Food Tours.

Best Tours of Martha’s Vineyards

Boston: Martha's Vineyard Day Trip with Optional Island TourPrivate, Guided Sightseeing Tour of Marthas Vineyard IslandMartha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option
editors choice
Duration:13 hours3 hours12 hours
Departure:Hotel pickup and drop-off includedHotel pickup and drop-off includedHotel pickup and drop-off included
Start:6:15 AM10:30 AM6:15 AM
Includes:Transportation from Boston to the ferry, round-trip ferry to Martha's Vineyard, Snacks and bottled water, 3-hour guided tour on Martha's VineyardLuxury Mini-Van, Professional Driver/Guide, Small Group Tour, Historical details/facts about the Island, past and present, Bottled WaterComplimentary Bottled Water, Snacks and Island Guidebooks, Ferry Ticket, Round-trip Transportation, Guided Tour (if option selected)

Tour Information & Booking

Tour Information & Booking

Tour Information & Booking


Quick Answer: The 5 Best Rated Martha’s Vineyard Tours From Boston For 2025

  1. Boston: Martha’s Vineyard Day Trip with Optional Island Tour
  2. Private, Guided Sightseeing Tour of Marthas Vineyard Island
  3. Martha’s Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option
  4. 3-Hour Martha’s Vineyard Island Tour from Oak Bluffs
  5. Best of Martha’s Vineyard 3 hour Full-Island Tour

Martha’s Vineyard Tour Reviews

1. Boston: Martha’s Vineyard Day Trip with Optional Island Tour

Tour Highlights:

  • Duration: 13 hours
  • Departure: Hotel pickup and drop-off included (subject to hotel location)
  • Departure Time: 6:15 AM
  • Includes: Round-trip transportation from Boston to the ferry in minibus, Round-trip ferry to Martha’s Vineyard, Snacks and bottled water on the minibus, Martha’s Vineyard Island guidebook, Discounts on selected shops and attractions, 3-hour guided tour on Martha’s Vineyard (if option selected)

Let’s kick things off right with the Boston: Martha’s Vineyard Day Trip with Optional Island Tour excursion! This tour is the vibe if you’re craving a break from the hustle and bustle of the city but still want major wanderlust energy. Instead of having to plan everything yourself, let the guides do the logistics planning so you can enjoy all the great food, drinks, and atmosphere.

Start things with a convenient hotel pickup, so you don’t have to deal with booking separate transport or hurrying to find the meetup point on time. The minibus we rode in was nice and comfortable, with some light snacks and bottled water to keep us feeling good! They even gave us a guidebook to MV, which was super easy to follow and plenty helpful for planning purposes, as we were going to have 6 hours on the island.

We got to the ferry terminal and hopped on board for a brief ride across to the stunning island – though the views on the ferry were quite lovely, too! They even gave us a discount card for certain shops and attractions, which helped sway our decisions on some of our island plans. We opted for the 3-hour guided tour (make sure you select this option if that’s of interest), and there was never a dull moment with our funny guides!

Even if you choose to go it solo, there’s so much to do – renting a bike or jeep to explore at your leisure is never a bad idea! You’re sure to fall in love with the quaint gingerbread houses or find some yummy food or souvenirs in Oak Bluffs. Expect a day full of laughter, education, and incredible views, no matter where you turn!

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


2. Private, Guided Sightseeing Tour of Marthas Vineyard Island

Tour Highlights:

  • Duration: 3 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 10:30 AM
  • Includes: Luxury Mini-Van, Professional Driver/Guide, Small Group Tour, Historical details/facts about the Island, past and present, Bottled Water

Next up is a low-key luxe, ultra-personalized tour of Martha’s Vineyard, perfect if you’d rather skip the group tour chaos. The Private, Guided Sightseeing Tour of Martha’s Vineyard Island lets you vibe with the iconic views in a clean, luxury mini-van that makes it feel like you’re taking your own VIP road trip for a few hours! If you’d love a chance to see the island the “right” way without committing to a full-day experience, you can’t get better than this!

Clocking in at 3 hours and starting at 10:30 am, it’s a fantastic option if you have evening or afternoon plans, as you’ll be back in time to take a nap before dinner! No need to worry about whether you missed your ferry, because they come pick you and your group right up from your hotel. Our guide was an absolute blast and an MV local, so we didn’t just see the highlights – we got to see the hidden gems, as well!

As we cruised along, he shared plenty of personal anecdotes and interesting facts about the area, which made it that much more intriguing for us. We got to set the pace and offer insight regarding our own interests, and he did a great job of tailoring our itinerary around them. We were all into lighthouses, so of course, we stopped at the historic West Chop Lighthouse, continuing on to the stunning overlook of the Elizabeth Islands to take photos!

If you’ve just arrived to the island and want a great intro on where to go and what to see and do, this is it! You’ll learn about all the parts of the island, and your guide will offer up plenty of suggestions so you can go back and visit the ones that captured your interest most. No matter if it’s the entire family, you and your significant other, or you’re going solo, you’re sure to love this tour as much as we did!

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


3. Martha’s Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Tour Highlights:

  • Duration: 12 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 6:15 AM
  • Includes: Complimentary Bottled Water, Snacks and Island Guidebooks, Ferry Ticket, Round-trip Transportation, Guided Tour (if option selected)

Escape the city or the day and enjoy pretty ferry views, snacks, and an optional island cruise with this next tour! The Martha’s Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option is an effortless getaway, with every detail thought out. As the most comprehensive tour of its kind, you can expect a thorough guide to take you all over the island and then have plenty of free time to explore at your leisure.

Starting off bright and early in the morning, you’ll be picked up from your hotel in a comfortable coach and head to the ferry terminal, enjoying complimentary snacks and bottled water along the way. If you’re concerned about the commitment to such a long tour, believe me – it’s so much fun that it’s going to fly by! Hop on the scenic ferry with your included ticket, and make your way to Martha’s Vineyard, with a mini-cruise across Vineyard Sound!

Upon arrival to MV, you’ll have a brief intro, and if you’ve selected the tour option, you’ll hop into a bus with an expert local guide and make your way around the island! Stop at the iconic Gay Head Light and enjoy the sailing lore before traveling through the charming Edgartown village, where your guide regales you with fascinating history. One of the highlights for me was going to Oak Bluffs to see the oldest carousel in the US!

After all that, we had a load of new knowledge about the island, and had a few hours to ourselves to explore as we wished. We had a delicious lunch and went back to a few of the sights that particularly caught our interest, taking some more photos along the way. With a ferry ride back and round-trip transport, you can rest easy knowing you don’t have to deal with any of that on your own.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


4. 3-Hour Martha’s Vineyard Island Tour from Oak Bluffs

Tour Highlights:

  • Duration: 3 hours
  • Departure: 1 Seaview Ave, Oak Bluffs, MA
  • Departure Time: Varies
  • Includes: Small-group tour for a more personalized experience, Professional Driver/Guide, Live commentary on board, Transportation via air-conditioned vehicle

If you have a packed schedule or simply don’t feel like doing a full-day adventure, I have a great alternative for you. The 3-Hour Martha’s Vineyard Island Tour from Oak Bluffs offers a great balance of history, amazing views, and some local lore sprinkled in. Ideal for capturing that MV essence without going overboard, it’s never rushed and never lagging – perfect for those craving a personalized experience instead of a cookie-cutter task list.

There are a few different start times available, which makes it that much easier to fit into a busy day – just remember that instead of a hotel pickup you’ll be meeting your guide right at the Oak Bluffs ferry terminal. Hop on a ferry and arrive at the island, where you’ll get to venture through Oak Bluffs, Edgartown, and the gorgeous Aquinnah Cliffs. With a maximum of just 14 participants, you can expect a nice vibe and more opportunities to ask questions.

Learn about everything from the brutal seafaring history to Hollywood moments, like the Old Whaling Church and filming locations from Jaws (goosebumps!). We took a nice break at the Aquinna Cliffs, which are absolutely stunning and definitely deserved that slot of time dedicated solely to soaking it all in. See the legendary Flying Horses Carousel, which we learned was originally on Coney Island and moved to MV in 1884!

I didn’t know this before, but it turns out that things can get SUPER hot in Martha’s Vineyard in the summertime, so having an air-conditioned, comfortable vehicle taking us everywhere was not lost on us. We could still see everything, take breaks for photos, and get some souvenir shopping out of the way, without having to walk around or stand in line.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience


5. Best of Martha’s Vineyard 3 hour Full-Island Tour

Tour Highlights:

  • Duration: 3 hours
  • Departure: 1 Seaview Ave, Oak Bluffs, MA
  • Departure Time: Varies
  • Includes: Air conditioning, guide

Last but not least, is the Best of Martha’s Vineyard 3-hour Full-Island Tour, which is the best tour if you’re on a budget but don’t want to sacrifice quality. It’s also one of the best Martha’s Vineyard tours if you’re looking for a nice intro with tons of great stories and fascinating info! With a guide who was native to the island, we not only got to see the main sights, but plenty of gems we likely wouldn’t have known about, otherwise!

There are plenty of different start times available, making it that much easier to fit into our busy day. Sure, you could do the driving yourself, but it’s so much nicer having someone else take care of it for you while sharing historical and cultural stories along the way! You and the rest of your small group will get to explore all 6 lovely towns of MV in a comfortable shuttle and big windows ideal for sightseeing.

It was pretty cool learning about what it’s like growing up on the island from our guide, who also answered all of our questions with ease. We started off at the infamous Joseph Sylvia State Beach, where we learned that a famous Jaws scene was filmed! We also got to see the breathtaking Aquinnah Cliffs and learned about the lighthouse and native population, as well.

You haven’t lived if you haven’t seen the iconic gingerbread houses here, as well as the Flying Horses Carousel, which has been in operation since the 1800s! We even got to sample clam chowder and lobster bisque, which were both delicious and a bit different than the West Coast versions! Overall, this is a wonderful experience ideal for the entire family just as well as those who are going things solo for now.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

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The Boston: Martha's Vineyard Day Trip with Optional Island Tour is our Editors Choice for the best Martha's Vineyard tour from Bostoon

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Shayanne DeCastro

Shayanne is a freelance writer, wine snob and marketer based in LA, California. Describing herself as a nomad, she has lived in many different cities including Boise, Idaho and Seattle, Washington as well as Guadalajara, Mexico. She is forever on the move. Being an extremely active person, she loves to snowboard, skateboard, and ski. She enjoys sharing her love for active sports with others through her “how to” sports guides as well as food and wine reviews. Her love for wine and good food shines through every paragraph. While she travels, Shayanne loves to try new restaurants and wineries.  If there is a winery or good restaurant in your town, you will probably meet her one day.
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