Sunset Sail Cruise in Key West

Overview

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!

City: Key West

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $91.38

Make a reservation

Sun 23 Feb

Starting at $91.38

Make a reservation

New York City Tours

Unique Activities (21) Transfers & Transportation (103) Tours, Sightseeing & Cruises (113) Entry Tickets (47) Sporting Events (1) Good for Small Groups (6) Seasonal & Holiday Tours (41) Walking Tours (697) Outdoor Activities (20) Limitied Availability Tours (6) LGBT Friendly Tours (4) Family-friendly Activities (7) Solo Travelers' Tours (147) Food & Drinks (27) Travelers recommend (73) Good for Groups (8) Top Activities (18) Guided Audio Tours (3) Art, Culture & History (135) Attractions to explore (38)

What's Included

Coolers of ice with cups and bottled water

Snacks

Sunset Sail

Additional Info

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.
Hand sanitiser available to travellers and staff
Regularly sanitised high-traffic areas
COVID-19 vaccination required for guides
Packaged snacks are provided.

Cancellation Policy

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

Traveler Photos

Reviews (45)

F8399WAstevet

Dec 2022

The crew and owner of the Jolly Rover made it a fantastic trip. Your can hoist sails and steer the vessel like part of the crew. It was educational, entertaining, and a good time for everyone. We sailed by another sailing ship close enough to to yell and wave. The cannons were another fantastic touch. Highly recommend this ship and crew for your Sunset Cruise in Key West Florida. Big thanks to the crew of the Jolly Rover for making our last evening in Key West and awesome one!! We will be back.

meredith196656

Dec 2022

The entire experience was phenomenal. The entire crew makes a special effort to ensure everyone has the best experience possible.

740alexl

Nov 2022

Fun filled aquatic adventure! Bring your own food and drinks, friendly crew, dolphin watch, a great lesson o physics of boating.