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Grand Cayman Sunset & Dinner Cruises

Jolly Roger
Bayside Dock, George Town
3345-945-7245 or 945-SAIL

Sunset cruises are a popular way to see the island and a favorite with couples. On Saturdays, Sundays, Tuesdays and Thursdays this replica of a 17th-century galleon sails at dusk. Admission includes complimentary rum punch and appetizers; a full bar is also available. The Jolly Roger also offers dinner cruises on Monday, Wednesday, and Friday evenings. Those evenings include complimentary rum punch and appetizers, Caribbean entrees with wine, dessert and coffee.

North Church St., George Town
The Nautilus offers a unique tour on Thursday evenings. The Murder Mystery Theater is scheduled from 6:30 to 8 pm and includes a professional actor who interacts with the audience in trying to solve a “murder” on board. Unlimited hors d’oeuvres as well as beer, wine, and rum punch are available throughout the evening. Call for reservations.

Capt. Bryan's
The Buccaneer, Seven Mile Beach
Sunset cruises are available on Tuesday through Saturday nights. Cash bar.

Red Sail Sports
Multiple locations, including Seven Mile Beach
We recently took a sunset dinner cruise with Red Sail Sports -- it was one of the highlights of our trip. Red Sail Sports offers this sunset cruise from Rum Point on Sundays and other days from Seven Mile Beach. The two-hour sunset cruise departs at 5 pm, during the winter months and 5:30 during the summer. Complimentary appetizers are served; a full cash bar is available.

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