Top Boston Seasonal & Special Occasions

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout November and December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a 1920s-style yacht with live music and a complimentary cup of cocoa to sip on as you take in beautiful views of Boston.

Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the Northern Lights: a 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Seaport District and USS Constitution to Sea Castle Island and beyond. You’ll also enjoy a 3-course holiday brunch menu and can even warm up courtesy of the onboard hot chocolate bar.

If you're looking for a not-so-typical date that's perfect for artsy couples, don't miss this hands-on Boston glassblowing experience. This beginner-level class is perfect for bolstering your crafting skills. Learn the basics of working with hot glass, get tips on gathering, controlling, and shaping this malleable material, and walk away with a handmade paperweight. Wrap-up your experience with wine, cheese, and entertainment: you can watch a live advanced glassblowing demonstration.

Whether you’re looking for something to do solo or have a big group to entertain this holiday season, this Irish holiday caroling cruise in Boston Harbor is just the thing to get everyone in the Christmas spirit. Along with a live Irish band playing Christmas songs and a 1920’s-styled motor yacht decked out in decorations, you’ll also catch views of some of Boston’s most memorable landmarks from the water.

Grab a drink and settle into the heated, main observation cabin to enjoy a 2-hour experience on this beautiful 1920s-style yacht. *Please note that this event includes a 30-minute pre-boarding, followed by a 90-minute cruise to allow guests time to settle in before the cruising portion commences. During the cruise, warm up with a cup of hot cocoa from the hot chocolate bar and take in the sights as the boat cruises around Boston's waterfront neighborhoods, such as North End. Enjoy cruising under the Tobin Bridge for a unique perspective of this iconic landmark. The Captain will provide light commentary of Boston Harbor's sightseeing highlights in conjunction with enjoyable music throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline.