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Romantic Boston Experiences for Couples

Boston Date Night

A Cloud 9 Living Collection

Let Them Choose Their Perfect Date!

Take the guesswork out of gift-giving and let your friend or loved one choose their perfect date with this Boston Date Night collection! 

Our handpicked selection of top-rated experiences for two allows the happy couple to select the experience of their choice and book a date convenient for them.

Whether seeking an intimate meal on the water or an adrenaline-filled adventure to remember - this Date Night gift has something for every type of couple!

Price: $199


Give the gift of romance with a handpicked selection of our favorite experiences for couples.


Your recipient selects their dream date and books a time convenient for them.


Go out, have fun, and create a memory to last a lifetime!

No - This Date Night gift is different from our other experience vouchers because you are giving your recipient the gift of choice! We have handpicked a collection of our top-rated experiences for couples and your recipient can choose which experience they would like to do and when.

Of course if your recipient chooses to do an experience not included in the Date Night Collection, they are welcome to exchange this gift and apply the monetary value of the voucher toward any other experience on our site.

Absolutely! The value of this package can be applied towards any experience on the site. To exchange, click on the "My Vouchers" tab in your account.  

No, but some experiences included do have differing guidelines for things like age, weight, and height. Please be mindful of these restrictions when choosing your perfect date!

No problem! Your recipient will have the balance to use for future bookings toward any experience on the site. 

Boston Wine Tour
For 2 People
Lobster Dinner Cruise
Dinner Cruise for 2
Indoor Skydiving
10 Minutes of Tunnel Time for up to 2
River Tubing & Brewery Adventure
Tubing for 2
Sunday Brunch Sail
Brunch Sail for 2
Harbor Kayak Tour
Tour for 2
South End Food Tasting and Walking Tour
Tour for 2
Romantic Glass-Working Class
Flame Working Class for 2
Tall Ship Lunch Cruise
Lunch Cruise for 2
Boston History and Tavern Tour
Tour for 2 People
Harbor Sunset Sail
For 2 People
Whale Watching
Whale Watching for 2
Moonlight Canoe Trip
Moonlight Trip for 2
Harbor Sailing Cruise
1.5 Hour Sail for 2
Cape Cod Dune Tour
Day Dune Tour for 2
Harbor Sunset Cruise
For 2 People
Night Snow Tubing & Brewery Adventure
Tour For 2
Chinatown Food Tour
Food Tour for 2

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$199 Boston Date Night