C
Delightful!
As many times as we have been to the keys, we have never taken the time to do this. We will never go to the keys again without taking this marvelous Sunset cruise!
Sunset Sail Cruise in Key West
+2 photos
At a glance
- Duration
- 2 hours
- Price from
- $102 / person
- Location
- Key West, United States
- Rating
- 4.9 / 5 · 296 reviews
- Languages
- EN
- Group
- Small group, up to 41
- Cancellation
- Free cancellation up to 24 hours before
- Confirmation
- Instant
- Ticket
- Mobile or paper ticket accepted
- Operator
- Schooner Jolly II Rover
- Meeting 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.
Description
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!
Schedule & prices
- Runs
- Every day
- Start times
- 8 times a day, 12:00 AM–6:30 PM
- Next available
- Thu, Oct 15
- Adult (ages 19–59)
- $102
- Senior (ages 60+)
- $102
- Youth (ages 13–18)
- $102
- Child (ages 4–12)
- $48
- Infant (ages 0–3)
- Free
Out at sunset: the 5:00 PM departure is under way when the sun sets, around 6:51 PM in the coming weeks.
In demand: 6 of the next 22 departures are already sold out.
From the operator’s live schedule on Viator, checked Oct 14.
Tour Options
Itinerary
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!
What's included
Included
Coolers of ice with cups and bottled water
Snacks
Sunset Sail
Not included
Alcoholic Beverages
Soda/Pop
Traveller Ratings
Reviews collected by Viator and Tripadvisor
4.9
296 reviews
How it compares in Key West
- Rated higher than 77% of 183 reviewed tours in Key West
- Starting price $102 is 39% above the typical $73 for tours of similar length in Key West
Excurgo comparison of 342 Viator tours, recalculated daily.
Important Information
- 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
For a full refund, cancel at least 24 hours before the scheduled departure time.
1+ days before100% refund
0–1 days before0% refund
Frequently asked questions
How long does Sunset Sail Cruise in Key West take?
Sunset Sail Cruise in Key West lasts about 2 hours. The itinerary has 1 stop.
How much does Sunset Sail Cruise in Key West cost?
Prices start at $102 per person for this Key West experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
What days does Sunset Sail Cruise in Key West run?
According to the operator’s current schedule, it runs every day, with 8 departures a day between 12:00 AM and 6:30 PM.
How much does Sunset Sail Cruise in Key West cost for children?
Children aged 4–12 pay from $48, adults from $102. Infants go free.
Does Sunset Sail Cruise in Key West sell out?
It can: 6 of the next 22 departures are already sold out, so booking ahead is a good idea.
Can I cancel Sunset Sail Cruise in Key West for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is 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. Hotel pickup is not part of this experience.
What languages is Sunset Sail Cruise in Key West offered in?
The experience is available in EN.
Is this a private or a group tour?
It is a small-group experience with a maximum of 41 participants.
Is the tour suitable for children?
Infants and small children can ride in a pram or stroller Infants are required to sit on an adult’s lap
Is the tour wheelchair accessible?
There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.
Reviews(296)
Reviews collected by Viator and Tripadvisor
S
Great sunset experience
Had a beautiful sunset cruise with friendly staff
W
Awesome all the way around!
Great experience. Sunset was awesome and boat was great. Crew was absolutely top notch! Highly recommend this excursion.
C
A Tranquil Sail with Breathtaking Sunset Moments
We truly enjoyed our sunset sail. It was calm, quiet, and incredibly relaxing — exactly what we were hoping for. The crew was kind, polite, and made the experience feel welcoming from start to finish. While I personally wasn’t a fan of the comments about the captain’s adult personal life, everything else about the trip was wonderful. The views were breathtaking, and the atmosphere was perfect. We still had an amazing time and would happily recommend this experience.
M
This cruise was...
This cruise was fantastic! It was a relaxing, non party atmosphere but not at all boring! Great crew!
S
Don’t miss this one
Amazing experience! Very interactive, we hoisted the sails and steered the ship! They even fired a cannon. Highly recommend this experience, so much fun and an amazing sunset.
C
Best Sunset Cruise!
This is the fourth time we have booked this tour. We love it! The ship is magnificent! The crew are helpful and friendly. There is something magical about being on an actual sailing ship. The sails, the waves, the views. The view of the sunset over the water is amazing! And then the canon! So fun! I highly recommend this trip!
P
The Experience was...
The Experience was amazing! The crew was very friendly and informative. We made some wonderful memories.
E
Wonderful peaceful experience
Wonderful experience! The kids loved the boat, crew and the big cannon blast at the end. It was a smaller group of people and the staff were very friendly and informative. There was no loud music or drunkards, just a beautiful sunset and soft sounds of the boat’s sails. Very calming and beautiful experience!
D
Sunset Cruise in Key West
The Jolly River crew were great and made sure everyone had a fun sunset cruise. The sunset was amazing and cruising around Key West gave you a different view than being at Mallory Square.
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from$102
4.9(296) Free cancellation