Top 4 Boston Drinks Tours

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

★★★★★★★★★★4.5 · 3,162 reviews · 12 hours (approx.) · from $129Our pick

Ride from Boston to Falmouth in a small air-conditioned minibus, then sail to Martha’s Vineyard for 5.5 to 6 hours. Explore on your own or add a three-hour island tour with stops at Edgartown and Gay Head Light. Guides such as Johnny Boston, Tom, Elaine, and Jonathan are part of the experience.

“Nice scenery but it was boring The driver was ok personality wise but he drove too fast for us to see what he was talking about.”

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2.Boston Freedom Trail History Pub Crawl Small-Group Tour

★★★★★★★★★★5.0 · 996 reviews · 2 hours 15 minutes (approx.) · from $60Best value

Meet your Boston guide at the Samuel Adams statue by Faneuil Hall for a 2-hour-15-minute pub crawl through the Freedom Trail area. Guides such as Maddie, Julie, Sam, Anna, and Arielle mix colonial and Revolutionary history with local beer, cider, cocktails, or nonalcoholic choices. Drinks are bought separately.

“A fun night with our guide Arielle! Not too much walking and some interesting locals drinks - but fun and facts about Boston’s history …. Was a great evening!”

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3.Martha’s Vineyard Day Trip with Optional Island Tour

★★★★★★★★★★4.6 · 573 reviews · 13 hours · from $129

Travel from Boston to Martha’s Vineyard by minibus and ferry, then choose three hours with a local guide or explore independently. Expect Oak Bluffs cottages, Edgartown shops, Gay Head Cliffs, Aquinnah Lighthouse, island tips, snacks, and about six hours on the island.

“Martha’s Vineyard is so beautiful. Great food and drinks too. We were lucky to have 2 wonderful guides. Jonathan picked us up from the hotel and drove us to Cape Cod to catch our ferry. He was witty and very knowledgeable. He even had snacks and water for us. Then we had Tom as our guide on the island. He also had a wonderful personality and was full of interesting stories. I highly recommend this trip with the island tour to everyone”

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4.Martha’s Vineyard Day Trip with Optional Island Tour from Boston

★★★★★★★★★★4.5 · 407 reviews · 13 hours (approx.) · from $130

Travel from Boston to Martha’s Vineyard by coach and ferry, with hotel pickup, live commentary, snacks, maps, and about six hours on the island. Choose free time in Oak Bluffs or add a three-hour island tour. Guides such as Keith, Rory, Matt, and Paul are praised for their local insight.

“Tour operator refused to pick us up and lied about the situation to Vistor. This is a dishonest and unprofessional company, don’t do business with them!!!”

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