Sunset Sail Cruise in Key West
4.9 (296 reviews)2 hKey WestFits a typical call
Back at the ship by about 10:38 am, 4 h 52 min before all aboard. That keeps your 1 h safety margin with 3 h 52 min to spare.
Safety margin
- 8:00 amShip docks in Key West20 min to get off the ship and through the terminal
- 8:20 amLeave the pierThis tour meets at the pier
- 8:29 amEarliest tour startTour runs 2 h. Latest sensible start: 12:21 pm.
- 10:29 amTour ends9 min back to the pier
- 10:38 amBack at the gangway4 h 52 min before all aboard
- 3:30 pmAll aboardGangway closes; the ship won't wait for independent tours
Estimates based on the tour's longest published duration, our researched travel times and typical pier queues. Confirm the departure time on the booking page and keep your watch on ship's time.
Our verdict
This tour fits a typical Key West call (8:00 am–3:30 pm). It runs 2 h; ashore by 8:20 am, you can start by 8:29 am and be back at the gangway around 10:38 am — 3 h 52 min to spare on top of a 1 h safety margin.
Rule of thumb: it keeps the safety margin as long as all aboard is 11:38 am or later. Even a short 7:00 am–2:00 pm call works.
The start point (Historic Seaport (Key West Bight) and Harbor Walk) is about 700 m from Pier B (Truman Annex / Opal Key Resort), an easy walk — no taxi needed, and no transfer time eating into your day.
Among the 350 Key West shore excursions we track, this is one of the shorter ones (the median runs 3 h); 85% of them fit a typical call.
Computed from the tour's published duration, the distance from the cruise pier to its start point and the typical Key West call. Adjust your ship's times above to recheck.
About this tour
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or loud music. We go sailing! Plenty of room to get up and mingle with other guests. Help raise the sails! Steer the ship! Shoot the cannons! Or just sit back and relax!
Max 41 per group English
What's included
- Coolers of ice with cups and bottled water
- Snacks
- Sunset Sail
Not included
- Alcoholic Beverages
- Soda/Pop
Itinerary
- 1Stop 1You 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!
Meeting point and getting there
Start point
15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets.
At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.
15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets.
At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.
From the cruise pier
Meets at the pier
Allow 20 min to get off the ship first. Taxi fares and pier details.
Returns
Back to the start point
Good to know
Free cancellation up to 24 hours before. For a full refund, cancel at least 24 hours before the scheduled departure time. If the operator cancels for bad weather, you can rebook or get a full refund.
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.
Traveler reviews
Operated by Schooner Jolly II Rover. Prices, availability and tour details come from the booking partner and can change; the booking page is authoritative.
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