1. Boston Sail Tours

    1. Boston Sail Tours

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    Boston, MA

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    Boston Sail Tours

    2.0 (1 review)
    Open 10:00 am - 10:00 pm

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    1 year ago

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    The Pirate Ship Formidable

    The Pirate Ship Formidable

    5.0
    (1 review)

    AN ABSOLUTELY MUST DO 4 & 1/2 STARS. A SIGHTSEEING TOUR ON WATER OF BOSTON ON A PIRATE SHIP!…read moreGoldstar has Discount Tickets for this Water Adventure. If you are a Fan of those Pirate movies then you've got to experience the Real Thing! The tour combines fun interesting facts about the history of Boston plus they show you many points of interests both past & present still standing in the city. They even throw in some Pirate stories as well like Sam Bellamy & The Widdah. The crew is all dressed in Pirate attire so you really get the whole Pirate experience. We had Captain Mckinnon & Captain Mead. Both Kids & Adults will like this nautical adventure in the 7 Seas. They even let the kids help hoist the sails. This is Great to put on a future resume - Yup I helped sail a Pirate Ship. LOL! It gets chilly on the seas so bring an extra jacket. They also have Free Blankets they pass out if you're cold. You'll pass by The TD Garden, The Zakim Bridge, The Old North Church, The Seaport Area, Legal Seafood, The Rebook Headquarters, Logan Airport, The Charleston Navy Yard, The USS Constitution & many other sites. You'll definitely get heads a turning cruising in the Pirate Ship by other boaters along the route who will give you a wave. There is a rest room below the deck. It used to be, you had to have mega bucks & be really rich to have the Good Life, not anymore. The Game has changed. You've been Upgraded. Now You Can Live Like a King on a Limited Budget!

    Boston Harbor City Cruises

    Boston Harbor City Cruises

    3.4
    (14 reviews)

    Took my husband on the Spirit of Boston the other day. It was his first time. The boat is huge,…read morethree levels! We arrived right before departure, they are very prompt so make sure you're on time. The buffet was good, lots of options! Certain dishes were bland, just need more seasonings. But overall I was stuffed! Desserts come after dinner is done. It has a full bar and live DJ for some dancing. We had a good time! It's definitely a Must-Do in Boston!! Parking tip - the closet garage is right across from the dock 155 Seaport Blvd.

    I recently took my visiting family on a Spirit of Boston Dining Cruise for Dine Out Boston, and the…read morespecial price of $55 per person was an absolute steal! The trip alone is worth more than $55, so the additional food was just a bonus. Based on the menu I saw online, I was expecting a 3-4 course meal, but I was pleasantly surprised to find that the dining experience was buffet style. This meant we got to sample a lot of the delicious food! My favorites were the salmon and the chicken, and for dessert, I really enjoyed the peach cobbler (not pictured) because I couldn't resist devouring it before snapping a photo. When the buffet first opens, people rush to the line and it gets a bit crowded. My tip: let the hungrier people go first to avoid the claustrophobia. We also purchased a margarita for two, which was so huge that the three of us couldn't finish it! We even got a margarita mug with the City Cruises logo as a souvenir. There was a DJ playing cool music while we ate, and the servers were fantastic, bringing us drinks and quickly removing empty plates. The best part was undoubtedly the nearly 3-hour cruise around Boston, where we got to see a lot of landmarks. My family loved it, and it will definitely become a tradition whenever they visit Boston.

    Cycleboat Boston

    Cycleboat Boston

    4.6
    (41 reviews)

    a BYOB Brews Cruise around Boston Harbor?! Yes, please!…read more Cycleboat Boston, based in Charlestown, is a family-owned company providing both public tours and private charters for up to 20-26 guests. Each boat has a central table with ice-filled coolers that is surrounded by 12 bike seats for passengers to pedal to power the boat but don't worry! You don't have to pedal, there is an outboard motor. And if pedaling isn't your thing at all or there's more than 12 of passengers, each boat has a comfy lounge area in the back that is set up for conversation, sipping on your drink and drinking in the views! All cruises are BYOB (cans only and no hard alcohol - a craft beer lovers dream) and you can also bring food/snacks on board! For our cruise, we enjoyed charcuterie cones from Kured.co and Scuba & I obviously had to bring along some on-theme beers including Cushnoc Brewing's 'Can't Buy Backbone' IPA, Wormtown Brewing's Summer Ale and a pounder of Montauk Brewing's Summer Ale (all purchased at Dion's in Waltham). As someone who is happiest in/on/near the water with a beer in hand and has so much pride in my city; this was a dream! I am actively looking for any excuse to get back out on a Cycleboat!

    What an AWESOME experience we had with Cycleboat Boston!!! We did an afternoon cruise on "Rosie the…read moreRiveter" and it was a blast! Our captain and his daughter were great hosts and tour guides for this group of 10 celebrating a bachelorette. BYOB and of course someone from your group gets to be DJ! Highly recommend for a large group outing on the harbor!

    Boston Sail Tours - boattours - Updated July 2026

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