Boston Explorer Pass By Go City: Choose 2 to 5 Attractions
From$54
— 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.
Matches
86
City
Boston
Total in city
86
Min rating
4.5
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
Boston All-Inclusive Pass By Go City: 45+ Attractions
From$79
Combo (Save 5%): Boston Hop-on Hop-off Bus Tour + Boston Tea Party Ships & Museum Tickets
From$84.03
Combo (Save 5%): Boston Tea Party Ships & Museum + View Boston Tickets
From$66.5
Boston Tea Party Ships & Museum Tickets
From$36
Boston Whale Watching Cruise by New England Aquarium
From$85.58
Combo (Save 5%): Boston Hop-on Hop-off Bus Tour + View Boston Tickets
From$82.13
Old Town Trolley Tours: Boston Hop-on Hop-off Bus Tour
From$52.45
View Boston Standard Ticket: Skip-the-Box Office
From$34
Boston Harbor Sunset Cruise
From$56.35
New England Aquarium Tickets
From$39.56
Charles River: 70-Minute Sightseeing Cruise
From€26.93
Boston City View Bike Tour
From€62.84
Historic Boston Harbor Cruise
From$46
Boston North End: Food Tour
From€59
Ghosts & Gravestones Boston
From€43.05
Charles River: 90-Minute Cocktail & Sunset Cruise
From€31.42
Boston Ghosts & Gravestones
From$52.45
The Icon Museum and Study Center: Entry Ticket
From€12.83
Boston: 2-Hour Brunch Cruise on a Yacht
From€91.03
Martha's Vineyard: Day Trip from Boston + Roundtrip Transfer
From€106.88
The Full Revolutionary Story: A Masterclass Boston Walking Tour
From€68.23
Boston: Guided Walking Tour + USS Constitution Entry + Sightseeing Cruise
From€144.5
Provincetown/Cape Cod: One-Way or Roundtrip Ferry from Boston
From€67.55
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.