Are these experiences suitable for anniversaries or proposals?

Yes. Anything marked private or sunset is especially popular for special occasions. Get in touch after booking if you'd like to add a surprise.

For two

Romantic Boston for couples

Plan an unforgettable trip for two. We've pulled the highest-rated experiences in Boston: sunset cruises, private dinners, rooftop viewpoints, and intimate shows. All rated 4.5 stars or higher by real couples.

See all Boston

Date-night approved, top-rated.

Looking for something else?

About this list

Why this shortlist

Boston is one of the world's great date-night cities, and the shortlist below reflects it. Every experience here has been rated 4.5★ or higher, which means real couples went, loved it, and said so afterwards.

Book any of them in under two minutes with free cancellation on most options. Anniversary, proposal, or just a Friday night. You're covered.

Shortlist

Romantic Boston for couples

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Before you book

FAQ

Are these experiences suitable for anniversaries or proposals?: Yes. Anything marked private or sunset is especially popular for special occasions. Get in touch after booking if you'd like to add a surprise.

Romantic Boston for couples

Why this shortlist

Romantic Boston for couples

Boston Explorer Pass By Go City: Choose 2 to 5 Attractions

Boston All-Inclusive Pass By Go City: 45+ Attractions

Boston Tea Party Ships & Museum Tickets

Boston Whale Watching Cruise by New England Aquarium

Old Town Trolley Tours: Boston Hop-on Hop-off Bus Tour

View Boston Standard Ticket: Skip-the-Box Office

New England Aquarium Tickets

Historic Boston Harbor Cruise

Charles River: 90-Minute Cocktail & Sunset Cruise

Boston Ghosts & Gravestones

Boston: Movie Mile Guided Walking Tour

Salem: Day Trip From Boston + Guided Tour + Salem Witch Museum

Boston: Harvard Square Guided Donut Tour

City Sightseeing Boston: Hop-on Hop-off Boston & Charlestown Tour

Boston Harbor Whale Watch Cruise

Beacon Hill Boston: Underground Railroad History Tour

Back Bay Boston: Votes for Women History Tour

Museum of Illusions Boston: Entry Ticket

Boston Harbor Self-Guided Audio Tour

Best of Boston: Full-Day Private Tour

Franklin Park Zoo: Entry Ticket

Boston: Freedom Trail History Small Group Walking Tour

Boston: Guided Delicious Donut Tour with Tastings

City Sightseeing Boston: Single Ride Pass

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Save up to 15% on every Boston booking

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