Stay and Sail Packages

Explore more of what Gloucester has to offer. Sail with us, enjoy a great meal at a Gloucester restaurant, then spend the night at a local waterview inn. Give yourself time to discover the beaches, museums, shops, galleries, waterfront, whales and all the rest that makes Gloucester such a great destination.

We are partnering with the inns below to offer you a discounted Stay and Sail package.

Please contact the inn directly to book your package. See you onboard!

Bass Rocks Ocean Inn

This oceanfront hotel on Gloucester's scenic back Shore has welcomed summer visitors for over 100 years. All 51 rooms look out to the ocean, some with sweeping coastal views of Rockport, the beaches and the Twin Lights of Thacher's Island and some with views of the open Atlantic Ocean and the occasional lobster boat. 

Emerson Inn by the Sea

Located in nearby Rockport, the Emerson Inn sits perched above the ocean in the charming Pigeon Cove section of Rockport. Enjoy the heated pool and beautiful veranda overlooking the ocean at this classic New England Inn.

Addison Choate Inn

If a b& b is more your style, experience the charm and comfort of the Addison Choate Inn & Periwinkle Cottage in nearby Rockport.