Best Romance & Special Occasions in Boston

Local Recommendations from our My Guide Boston team

Book Top Experiences and Tours in Boston:

If youʻre booking your trip to Boston last minute, we have you covered. Below are some of the top tours and experiences!

Filter Romance & Special Occasions in Boston

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

199 Reviews

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Experience a beautiful Boston harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon!

$71.40

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Boston: Sunset Concert Cruise with Live Music

1 Reviews

Boston: Sunset Concert Cruise with Live Music

Get stunning views of Boston's skyline on this sunset cruise through Boston Harbor. Buy a cocktail and listen to your favorite pop hits played by Nikki Naghavi and The Glass Artists as you sail.

$55.00

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Boston: Harbor Sunset Yacht Cruise

266 Reviews

Boston: Harbor Sunset Yacht Cruise

See Boston Harbor from a 1920s-style yacht and admire the sun setting behind Boston's skyline. Buy a drink from the onboard bar and look out for city highlights, including Fort Independence.

$47.25

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Boston: Summer Nights Trolley Tour and River Cruise

54 Reviews

Boston: Summer Nights Trolley Tour and River Cruise

Experience Boston by land and water on this combo tour. Take in historic sights and breathtaking views on a trolley tour around Boston and Cambridge, followed by a Charles River sightseeing cruise.

$51.40

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Boston: Sunset Skyline Cruise with Commentary

264 Reviews

Boston: Sunset Skyline Cruise with Commentary

End your day on a perfect note on this sunset cruise which provides spectacular views of the sunset and the Boston skyline.

$55.00

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Boston Harbor: Full Moon Cruise with Champagne Option

4 Reviews

Boston Harbor: Full Moon Cruise with Champagne Option

See the city lights from the harbor while enjoying cocktails under the full moon.

$49.00

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Love in the City on a Hill – Boston Tour

Plan a romantic excursion in Boston with us. We will explore some of the city’s iconic landmarks and historical attractions.

$328.46

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Boston: Helicopter Skyline Tour

4 Reviews

Boston: Helicopter Skyline Tour

See Boston from above on this memorable helicopter tour. Choose between three distinct tour experiences: 30 minute city tour with optional doors off, or 45 minute city and harbor island tour.

$299.00

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Boston: Weekend Mimosas and Brunch Sail on Boston Harbor

2 Reviews

Boston: Weekend Mimosas and Brunch Sail on Boston Harbor

Embark on a sailing experience around Boston Harbor, indulging in mimosas and brunch. Savor complimentary coffee, tea, and pastries from Flour Bakery + Cafe aboard the ship.

$84.75

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Boston: Boston Harbor Sunset Cruise

457 Reviews

Boston: Boston Harbor Sunset Cruise

Relax on a guided sunset cruise and enjoy amazing views from Boston Harbor of Boston's skyline as the sun sets and the lights of the city come to life.

$29.15

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Scenic Boston Night Tour with Sunset Cruise

Experience the charm of Boston with a narrated city drive highlighting iconic landmarks, followed by a relaxing sunset cruise offering stunning views of the city skyline from the water.

$149.00

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VIP Private Tour

Embark on a VIP flight above Boston's skyline with a private helicopter tour - a cinematic adventure that exceeds expectations. Featuring a stylish hotel pick-up, and exclusive lounge refreshments.

$599.00

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