At a glance
- Price
- From $102 per person (checked 8 Oct 2026)
- Length
- 2 hours
- Rating
- 4.9 out of 5 from 296 reviews on Viator
- Cancellation
- Free cancellation up to 24 hours before
- Type
- Boat tours & cruises, Day trips
- Ship: the Schooner Jolly II Rover, Key West's red-sailed tall ship
- Atmosphere: quiet, with no band or loud music
- Includes: snacks, water, ice and cups
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You've probably seen photos of it: the Schooner Jolly II Rover, Key West's red-sailed tall ship, the only square-rigged topsail schooner in the Historic Seaport. The two-hour sunset sail has a touch of pirate theatre (there are cannons), but no band and no loud music, just the sails and the sunset.
Good to know
Snacks, water and coolers of ice with cups are provided; alcohol and soft drinks aren't included, so ask the crew about bringing your own. Rated 4.9 from about 300 reviews. It's our pick for a romantic sunset in Key West.
Itinerary
You will take in a memorable sail of Key West's most famous sights - …
You will take in a memorable sail of Key West's most famous sights - the Historic Seaport of Key West - cruise into Man O War Harbor - sail by Christmas Tree Island - the mansions on Sunset Key - see Mallory Square from the water - the Navy Mole and the Civl War Fort Zachary Taylor - cruise by the State Park and sail out into the open Atlantic to observe each days unique sunset!
Included
- Coolers of ice with cups and bottled water
- Snacks
- Sunset Sail
Not included
- Alcoholic beverages
- Carbonated beverages
Questions
Is the Jolly II Rover a party boat?
No, there's no band or loud music. It's a traditional, quiet sunset sail.
Are drinks included on the sunset sail?
Water, snacks, ice and cups are included; alcohol and soft drinks aren't.
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