Key West Sunset Sail Aboard Legendary Schooner Appledore
Overview
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.
With the painted sky as an exquisite backdrop, your sunset sail takes you past Key West’s Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole where the big ships dock and the civil war era Fort Zachary Taylor. Soak in these sights while enjoying a glass of premium wine, an icy cold premium beer, full cocktail bar or soft drinks.
What's Included
- Snacks Chef's selection of Hors d'ouevres and cocktail shrimp
- Alcoholic beverages Premium beer, boutique wine, champagne and cocktails for guests >21 years of age
- Carbonated beverages Soda/Pop
- Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe
- Gratuity
Meeting Location
200 William Street
Key West, FL 33040, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Key West Historic Seaport (pass by)
Mallory Square (pass by)
Sunset Key (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Suitable for all physical fitness levels
- Infants are required to sit on an adult’s lap
- Total sailing time is 2 hours. There are no stops.
- This tour/activity will have a maximum of 36 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on Key West Sunset Sail Aboard Legendary Schooner Appledore?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5508814P3
Traveler Photos
Reviews
Average 4.97 out of 5 stars based on 368 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
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If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.
Feb 2023- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
- Snacks. Chef's selection of Hors d'ouevres and cocktail shrimp.
- Alcoholic beverages. Premium beer, boutique wine, champagne and cocktails for guests >21 years of age.
- Carbonated beverages. Soda/Pop.
- Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe.
- Gratuity.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Key West Sunset Sail Aboard Legendary Schooner Appledore is as follows:
- Service animals allowed
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Sunset Sail Aboard Legendary Schooner Appledore will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- SnacksChef's selection of Hors d'ouevres and cocktail shrimp
- Alcoholic beveragesPremium beer, boutique wine, champagne and cocktails for guests >21 years of age
- Carbonated beveragesSoda/Pop
- Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe
- Gratuity
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Suitable for all physical fitness levels
- Infants are required to sit on an adult’s lap
- Total sailing time is 2 hours. There are no stops.
- This tour/activity will have a maximum of 36 travelers
