Top 10 Sunset Cruises

From America’s Cup-style sailing to a jazz band on a catamaran, there’s something for everyone on these early-evening jaunts at sea.


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Top 10 Sunset Cruises: Mad Max
Photo: Mad Max

Mad Max

Martha’s Vineyard, Massachusetts

Sit back, sip wine (BYOB), and pretend you’re a Kennedy aboard this 60-foot twin-hull catamaran. The cruise glides past homes once owned by whaling ship captains in the 1800s. Wind direction determines the route—passing either Chappaquiddick Island or the town of Oak Bluffs.

The view: Edgartown Lighthouse, sailboats in Nantucket Sound, and yachts

When to go: Memorial Day weekend through September

Rate: $55; 508/627-7500 or



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