Couples and friends looking for a Valentine’s Day dinner cruise in Boston will find an elevated option on the water this February, as Boston Harbor City Cruises presents special Valentine’s Premier Brunch and Dinner Cruises aboard the Odyssey.
The cruises are scheduled for Friday, Feb. 13, and Saturday, Feb. 14, 2026, with departures from Rowes Wharf, offering guests a polished dining experience paired with panoramic views of Boston’s skyline.
What to Expect on a Valentine’s Day Cruise in Boston
Each Valentine’s Day brunch and dinner cruise aboard the Odyssey includes a chef-prepared meal, onboard DJ entertainment, and dancing, creating a relaxed but festive atmosphere designed to feel celebratory without being overstated.
Guests can enjoy:
- A curated brunch or dinner menu
- Specialty cocktails and beverages available for purchase
- Live DJ music and a dedicated dance floor
- Uninterrupted views of Boston Harbor and the city skyline
Optional experience upgrades are available for those looking to personalize their Valentine’s celebration further.
A Romantic Boston Harbor Experience with Skyline Views
Unlike traditional restaurant reservations, a Boston Harbor Valentine’s Day cruise offers a constantly changing backdrop, with the city unfolding from the water as the evening progresses. Floor-to-ceiling windows and open-air deck access allow guests to move easily between dining, dancing, and sightseeing.
“Valentine’s Day should feel joyful, indulgent, and just memorable enough to linger,” said Kelley Yelle, general manager of Boston Harbor City Cruises. “These cruises are about good food, music, and being together — with the skyline doing most of the heavy lifting.”
About the Odyssey Yacht and Boston Harbor City Cruises
The Odyssey is Boston’s largest and most luxurious dining yacht, operating year-round for both public cruises and private charters. In addition to seasonal events such as Valentine’s Day, Boston Harbor City Cruises offers lunch, brunch, and dinner cruises, as well as customized experiences for corporate events, weddings, and social celebrations.
Departures take place from behind the Boston Harbor Hotel, with cruises available throughout the fall and winter months.
Tickets and additional information about Valentine’s Day cruises and year-round offerings are available through City Cruises at cityexperiences.com/boston.
