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Boston has a floating oyster bar and dinner cruises too

The Tall Ship stays docked in East Boston. City Cruises takes dinner onto the harbor. Here is how the two nights out compare.

Updated September 19, 2026

Michelle McCormack

Michelle McCormack

Michelle is the founder of Secret Boston and a Producer. Born and raised on the mean streets of JP, she was once chased by a lion in Africa while on assignment for Town & Country Magazine.

Boston has a floating oyster bar and dinner cruises too

At The Tall Ship, the boat is part of the bar. On a Boston dinner cruise, it is also your ride for the evening. That is the first decision to make when planning drinks or dinner on the harbor: do you want to watch the water, or move across it?

Boston’s floating oyster bar is The Tall Ship in East Boston. City Cruises offers a separate option for a meal aboard a moving vessel, with menus and boarding arrangements tied to a specific sailing. Both put the harbor into the evening, but they are different bookings. A dinner-cruise ticket should not be treated as a promise of oysters.

The Tall Ship is a 245-foot vessel moored at Pier One in East Boston, with bars aboard and a larger waterfront venue alongside it. You come for the skyline across the harbor, drinks and food; the ship does not take you on a sightseeing trip. The adjoining pier hosts entertainment, pop-ups and events, so check what is scheduled for the day you plan to visit.

The food menu includes freshly shucked oysters, shrimp cocktail and poke bowls, with tacos, pizza and other options for people who would rather skip the raw bar. Oyster varieties and individual dishes can change. Decide whether you want a few things to share or a substantial meal before ordering around the table, and check what is being served that day.

Booking and getting to The Tall Ship

The Tall Ship’s reserved lounges are group bookings with a minimum spend and a separate nonrefundable booking fee. They are not interchangeable with an ordinary restaurant reservation for two. Read the terms for your selected space, including the time limit and number of guests, before dividing the expected bill among friends.

The venue is at 1 East Pier Drive, within walking distance of Maverick on the Blue Line. Its transport information also lists water options, including a weather-dependent boat shuttle. Check the operator’s actual service for your arrival and return rather than relying on an old fare or assumed departure time. Confirm seasonal opening arrangements before making an off-season plan.

City Cruises Boston

The Boston Signature Dinner Cruise offers a buffet meal, a DJ and harbor views during a sailing listed as two to three hours, according to the selected schedule. Drinks from the bar are available to purchase. This is the choice when you want the trip itself to occupy the evening, with dinner and entertainment already part of the plan.

The Signature cruise lists departure from Commonwealth Pier at 200 Seaport Boulevard. Other products can have different arrangements, so use the meeting point on your own booking. Review the menu, what the ticket includes and any optional upgrades before paying. The operator lists window-table reservations as an upgrade; do not assume that choosing a dinner cruise automatically puts your table against the glass.

Plan around the boat

Check the date, arrival point and cancellation terms before paying. For a cruise, distinguish boarding time from departure time and leave room for the trip to the dock. For The Tall Ship, look at the event calendar as well as the menu, particularly if you want a conversation more than a party.

Ask about access to the specific deck or seating area if stairs, gangways or uneven surfaces would affect your visit. Check how dietary requirements are handled before buying a cruise ticket or arranging food for a group. A published menu can tell you what is offered; it cannot resolve an individual allergy question.

Bring a layer for exposed decks, even if the walk from the T feels warm. If the forecast makes an outdoor evening unappealing, our Boston speakeasy guide gives you indoor alternatives. There is no prize for finishing a cocktail while pretending not to be cold.

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