5.0 (368) · Key West · By Key West Schooners Free cancellation
Embark on a memorable sailing experience in Key West aboard the majestic 2-masted schooner Appledore. Channel the spirit of 19th-century adventurers while enjoying the modern comforts of this passenger schooner. With spacious decks and a limited capacity of 36 passengers, you're guaranteed an intimate and comfortable evening.
Feel the thrill of adventure as the crew raises the sails. You can even participate in this time-honored tradition by helping hoist the sails or taking a turn at the helm, experiencing the exhilaration of captaining a traditional tall ship.
As the sky transforms into a painted masterpiece, your sunset sail will guide you past the Key West Historic Seaport, Mallory Square's famous Sunset Celebration, the Navy Mole where large ships dock, and the historic Fort Zachary Taylor. Enjoy these breathtaking sights with a glass of premium wine, a cold premium beer, a full cocktail bar, or soft drinks.
✓ Soft drinks✓ A selection of appetizers and cocktail shrimp✓ Premium beer, select wines, champagne, and cocktails for guests aged 21 and over✓ A sunset sail aboard a classic wooden schooner that has sailed around the world1 Key West Historic Seaport
The Key West Historic Seaport is a picturesque area located along the waterfront of Key West, Florida. It serves as both a working marina and a vibrant hub for visitors. The seaport features charming old buildings, colorful shops, restaurants, and bars, all set against the backdrop of the sparkling waters of the Gulf of Mexico.
· Non-stop passage
2 Mallory Square
Mallory Square is a popular waterfront area located in Key West, Florida. It's famous for its vibrant sunset celebration, where locals and visitors gather every evening to enjoy street performances, live music, and food vendors while watching the sunset over the Gulf of Mexico.
· Non-stop passage
3 Sunset Key
Sunset Key is a small, private island located just off the coast of Key West, Florida. It is known for its luxurious accommodations, beautiful beaches, and stunning sunsets.
· Non-stop passage
Mobile or paper ticket accepted. One per booking
Check-in is located at the far end of William Street, just to the right of the Western Union sign. From Elizabeth Street, keep the water on your left and follow Lazy Way Lane past the shops. The Marker Resort will be on your right, and the Schooner Wharf Bar on your left. The check-in booth will be on your left.
Check-in is located at the far end of William Street, just to the right of the Western Union sign. From Elizabeth Street, keep the water on your left and follow Lazy Way Lane past the shops. The Marker Resort will be on your right, and the Schooner Wharf Bar on your left. The check-in booth will be on your left.
Please arrive 30 minutes prior to your departure time to allow for ticket exchange and boarding.
End point
This activity ends back at the meeting point.
Service animals are permitted. Infants must be seated on an adult's lap. Suitable for all levels of physical fitness. The total sailing time is 2 hours. There are no stops during the excursion. Key West Sunset Sail Aboard Legendary Schooner Appledore
Arrive at the check-in point 30 minutes before departure. Infants must sit on an adult's lap. This tour is suitable for all fitness levels. Gratuities for the crew are not included. Enjoy the complimentary drinks and appetizers. Capture stunning photos of the sunset and coastline. For a full refund, please cancel at least 24 hours before the scheduled departure time.
Product code: 5508814P3
Activity offered by Key West Schooners via Viator.
WizardTrip Help Center Couples Families Adults Travelers seeking a relaxing experience History enthusiasts Sail aboard a legendary schooner Enjoy breathtaking sunset views Limited passenger capacity for an intimate experience Opportunity to help raise sails or steer the ship Complimentary drinks and appetizers Pass by Key West's iconic landmarks
Population 26,444 (2020)
Elevation 4 m
Currency United States dollar
Driving on the right
Power plugs A, B · 120 V
Emergency number 911
Capital city Washington, D.C. Average temperatures 22° Jan 22° Feb 23° Mar 25° Apr 27° May 28° Jun 29° Jul 30° Aug 29° Sept 28° Oct 25° Nov 23° Dec Sources: Wikidata; climate: NASA POWER, 2001-2025 averages.
What is the duration of the sunset sail? + The total sailing time is 2 hours.
Are infants allowed on the schooner? + Yes, infants are welcome but must sit on an adult's lap.
What is the cancellation policy? + For a full refund, cancel at least 24 hours before the scheduled departure time.
Can I bring my service animal? + Service animals are allowed on board.
What is included in the ticket price? + The ticket includes soft drinks, appetizers, cocktail shrimp, and alcoholic beverages for guests over 21.
Where do I check in for the tour? + Check-in is located at the far end of William Street, just to the right of the Western Union sign.
Reviews provided by Viator, written by travellers on Viator and Tripadvisor.
★★★★★ Tripadvisor review
Wonderful sail
karengV476NQ, October 2026
This was so fantastic and well worth the time and money. Captain Joe and Vitali were awesome. So relaxing! It’s a must do if we come back to Key West.
★★★★★ Tripadvisor review
Ready to go again!
jeannew811, October 2026
Fantastic ..Joe & Christina were absoulutly the best. Drinks ..snacks best we've had on the island.
Response from the operator · Ashley V Thank you for sharing! We think pretty highly of Joe and Cristina too and they will be thrilled to know they made an impact on your sail.
★★★★★ Tripadvisor review
Wonderful Sunset Sail
nlt48, October 2026
We had a wonderful time on this sunset sail. Captain Joe and Cristina were friendly, efficient and professional. The drink was plentiful with both alcohol and non alcohol choices and the snacks were delicious. We had a medical emergency which required us to return to port which the captain and crew handled with aplomb. We were able to complete our excursion after leaving the port.
Highly recommended!
Response from the operator · Ashley V Wow sounds like quite the experience! Thank you for the wonderful review and we hope to see you again for another wonderful (less eventful) sail!
★★★★★ Tripadvisor review
Amazing trip!!
carolaN2251VR, September 2026
Absolutely amazing!! Captain Joe and Christina were so great!! Great day!! Great food and the sangria was delicious!! We are already planning our next trip!!
Response from the operator · Ashley V Joe and Cristina will be thrilled to know you enjoyed their sail! We can't wait to see you back again!
★★★★★ Viator review
A beautiful night!
Lisa_M, September 2026
This tour was amazing! The boat was beautiful and the crew amazing!! My husband and I took this and very happy we did it made our key west trip so memorable!!!
Response from the operator · Ashley V Thank you for the wonderful review! We are thrilled we got to be part of your Key West experience.
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