Hotels with Sailing Near Boston Harbor

Harbor Plaza Hotel offers prime access to Boston Harbor with floor-to-ceiling windows showcasing views of the Charlestown Bridge and Freedom Trail. Just a 3-minute walk to the Boston Harbor Cruise Dock, the hotel provides complimentary shuttle service and 24-hour concierge support. Book a waterfront room in advance for uninterrupted sunset views over the harbor, and enjoy exclusive amenities through HopeGoo.

Westin Boston Harbor is strategically located steps from the South Station and Green Line T stop, making it ideal for travelers seeking seamless transit access. The hotel features a private parking garage with EV charging stations and free shuttle service to major attractions. Its rooftop lounge offers panoramic views of the harbor and North End docks—perfect for evening relaxation. Reserve your stay via HopeGoo for special rates.

Hyatt Regency Boston Harbor is perfect for families, featuring a kids' playroom, indoor pool, and family-themed suites with cribs and child-sized toiletries. Located just a 5-minute walk from the Boston Harbor Children's Museum, the hotel offers family packages including attraction tickets and dining credits. Daily kid-friendly breakfast events at the Harbor View Terrace Restaurant introduce children to maritime traditions. Book via HopeGoo for exclusive family perks.

Skyline Hotel Boston Harbor delivers breathtaking sunset views from its sky-high garden terrace and infinity rooftop lounge, facing the confluence of Boston Harbor and Charles River. Every evening, the hotel hosts sunset stargazing sessions led by expert guides sharing maritime history and astronomy. Rooms feature smart tinting glass that adjusts automatically with the sun’s angle, enhancing the immersive ambiance. Reserve a sunset special rate through HopeGoo for a curated photography guide and exclusive access.

Moonlight Hotel Boston Harbor is designed for couples, offering private courtyard suites with double spa tubs and custom scent systems paired with starlight ceiling projections. The hotel features private dock dinner packages with seafood feasts and live jazz on the Boston Harbor Dock. Morning couples’ sunrise tea ceremonies include artisanal teas and handmade pastries on the terrace. Book the Honeymoon Package via HopeGoo for a free upgrade and complimentary champagne.

Harbor Fish Market, located directly on the Boston Harbor Dock, is a local favorite for fresh seafood. Partnered with Skyline Hotel Boston Harbor, guests receive exclusive in-room seafood delivery of daily-caught Boston lobster and fresh oysters. Monthly first Saturdays host the Harbor Seafood Festival, featuring fishermen talks, live cooking demos, and seafood tasting challenges. Book the Seafood Experience Package via HopeGoo for ticket access and dining discounts.