Tours & experiences

Sunset Sail Cruise in Key West

About this experience

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!

At a glance

  • Duration: 2 hr

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Select a date and travellers to compare current prices and departure times.

Sunset Sail Cruise in Key West

Plan your experience

Time on the tour2 hr
Guide languagesEnglish (live guide)

Set aside 2 hr for the experience itself, with additional time to reach your meeting or pickup point.

Before you go

  • Suitable for all physical fitness levels

Local guides to help you plan

What is included

  • Coolers of ice with cups and bottled water
  • Snacks
  • Sunset Sail

Not included

  • Alcoholic Beverages
  • Soda/Pop

Itinerary and highlights

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!

Meeting and pickup information

  • 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.

Languages and tickets

  • English — Guide
  • Mobile Only

Tour operator

  • Schooner Jolly II Rover

Accessibility and practical details

  • 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.

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Questions about this experience

How long is this experience?
The supplier lists a duration of 2 hr.
Which guide languages are listed?
English (live guide).
What ticket format is listed?
Mobile ticket.
What ticket age bands are listed?
Child tickets: age 4–12; Youth tickets: age 13–18; Adult tickets: age 19+; Senior tickets: age 60+. Check the practical details for participation requirements.
What accessibility information is provided?
Infants and small children can ride in a pram or stroller
Service animals allowed
There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.
What is the cancellation policy?
For a full refund, cancel at least 24 hours before the scheduled departure time.

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