The 6 Best Dining Experiences in Boston

1.City Cruises Boston: Harbor Buffet Lunch or Dinner Cruise

★★★★★★★★★★4.3 · 306 reviews · 2 - 3 hours · from $77Our pick

Board the Spirit of Boston at Commonwealth Pier for a 2 to 3-hour lunch or dinner cruise with a buffet, table service, and live DJ. Look for the Seaport, Zakim Bridge, North End, USS Constitution, and Castle Island from the ship’s decks. Boarding starts an hour early, and drinks beyond tea and coffee cost extra.

“Everything from boarding to wait time was excellent. The staff, the food, the drinks were all excellent definitely worth the money to bring your loved one or friends out I highly recommend.”

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2.City Cruises Boston: Signature Dinner Cruise

★★★★★★★★★★4.0 · 301 reviews · 2 to 3 hours (approx.) · from $174

Spend about two hours aboard the Spirit of Boston, departing from Commonwealth Pier in the Seaport. A buffet, live entertainment, a DJ, and several indoor and outdoor decks make this a dinner outing as much as a sightseeing cruise. Look for the Zakim Bridge, Castle Island, and, when the route allows, the USS Constitution.

“Good music, great food! Our waiter Daniel was amazing! The margaritas were delicious. Loved being able to go on the upper deck to watch the sunset.”

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3.City Cruises Boston Premier Dinner Cruise on Odyssey

★★★★★★★★★★3.5 · 158 reviews · 2 to 3 hours (approx.) · from $132

Set sail from Rowes Wharf for a two- to three-hour Boston Harbor dinner cruise with a three-course meal, panoramic indoor views, a rooftop lounge, and a DJ. You’ll pass landmarks including the USS Constitution, Boston Light, Castle Island, and the Zakim Bridge. Tables are assigned, and the meal and atmosphere suit a celebratory evening more than a quiet restaurant dinner.

“First time in a dinner cruise as a family. The weather was great and the cruise was very smooth. Staff was great”

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4.North End Food Experience with Pizza, Meats & Cheese

★★★★★★★★★★4.9 · 111 reviews · from $75Best value

Walk 2 km through Boston’s North End with an English-speaking guide and no more than 12 people. Expect fresh bread, meats and cheese, pizza, a pastry, and espresso or cappuccino, with neighborhood history and a visit to a historic church or equivalent. Guides have included Connor, Adam, Bob, Allison, Molly, Nabil, and Tim.

“Allison was an amazing guide. She took us to amazing restaurants and was very knowledgeable about Boston history.”

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5.Italian Dinner with Tiramisu Finale in Boston

★★★★★★★★★★4.5 · 96 reviews · 3 hours (approx.) · from $144

At Selfup in downtown Boston, Chef Joe leads a three-hour Italian cooking class for up to 20 people. Expect a shared menu of salad, fresh mozzarella, pasta, chicken marsala, and tiramisu, with hands-on instruction, snacks, and wine. The chef and exact mix of dishes can vary.

“Great atmosphere and food! Wish we had a little more hands on in cooking the food but overall great time! Chef John was very entertaining and informative.”

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6.City Cruises Boston: Premier Brunch or Dinner Harbor Cruise

★★★★★★★★★★4.3 · 74 reviews · 2 hours · from $104

Board the Odyssey at Rowes Wharf for a two-hour Boston Harbor cruise with a private table, open-air observation decks, and a DJ. Choose a buffet brunch or a three-course dinner, then watch for the USS Constitution, Zakim Bridge, and North End waterfront. Arrive an hour early to explore the ship at the dock.

“I had a romantic time with my husband. It was our first dinner cruise in the city and even with the supermoon shining on the water, it made the evening more perfect.”

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