Available languages
1 hour 30 minutes
Mobile ticket
Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our live band and celebrate the holidays and Christmas in Key West. Enjoy a festive hot cocoa and holiday treats as we glide along with water for a fun night in Key West. Our beautiful 105-foot Schooner America 2.0 in full holiday decor that's sure to get you into the Christmas spirit in Key West harbor.
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Guests must check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes
For a full refund, cancel at least 24 hours before the scheduled departure time.
Key West
See the Key West waterfront and enjoy the waters around Key West from a sailboat as we enjoy a festive holiday sightseeing sailboat ride
Two drinks included. Beer, wine, champagne for ages 21+. Non-alcoholic drinks also available.
1.5-hour holiday cruise aboard Schooner America 2.0
Holiday treats
Additional beverages are available for purchase onboard by credit card
Gratuity
2 drinks included: Each ticket comes with 2 beverages. We have both alcoholic and non-alcoholic options available.
Family option: This is a fun family-friendly event. Kids sail free! Everyone attending needs a ticket. Please select accordingly at checkout
2 drinks included: Each ticket comes with 2 beverages. We have both alcoholic and non-alcoholic options available.
General Admission Ticketing: Adult ticketing applies to all travelers. Select an 'adult' ticket for anyone planning to attend including infants/children.
5 reviews
Total reviews and rating from Viator & Tripadvisor
R8051FZdennism,Dec 26, 2025
- Review from Tripadvisor
Every aspect of this Christmas Cruise was an absolute delight! The boat was stunning and the crew were out outstanding. The icing on the cake was the trio that regaled us with the sounds of the season throughout the cruise. Don't miss this in Key West !

Michal L,Dec 26, 2025
- Review from Viator
Spending Christmas Eve on a schooner ship singing carols was AWESOME! I highly recommend this tour next Christmas.
V9823ZVwilliama,Dec 28, 2024
- Review from Tripadvisor
We took the Cocoa and Carols cruise, and what a wonderful way to spend a Christmas Eve! The musicians/singers were terrific and the service from the crew was top-notch!


Nupur P,Dec 25, 2024
- Review from Viator
The staff was very friendly, which made the sailing a huge delight. Parking is convenient. Loved the music.

Carley0807,Dec 22, 2024
- Review from Tripadvisor
Could not recommend this trip enough!! As a local down here, this was the best part of my holiday season, hands down. Definitely check it out!!!

Operated by Classic Harbor Line