Key West Classic Day Sail Aboard America 2.0
Overview
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower. Soda and water are complimentary. Two alcoholic beverages are included with your ticket. Additional beverages are available for purchase.
What's Included
- 1.5-hour coastal sailing tour
- Soda and water
- 2 alcoholic drinks are included with your ticket for those 21 and older
- Gratuities
- Hotel pickup and drop-off
- Garage parking
- Additional beer, wine, mimosas, and cocktails available for purchase onboard by credit card
Meeting Location
202 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
Mallory Square (pass by)
Sunset Pier (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Operates in all weather conditions unless unsafe, please dress appropriately
- Travelers must arrive 30-45 minutes prior to the scheduled departure time to check-in at the ticket booth for boarding passes
- Kids sail FREE on our afternoon departures! All people planning to attend need to have a ticket. Please select tickets accordingly at check out for each traveler planning to attend
- This tour/activity will have a maximum of 68 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on Key West Day Sail on Schooner America 2.0 with 2 Drinks?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5395CDS
Traveler Photos
Reviews
Average 4.95 out of 5 stars based on 211 traveler reviews collected by Tours of Key West and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Key West Dolphin Watch & Snorkel
Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
$99
Group Sunset Cruise
✔️ What Sets This Sunset Cruise Apart - Friendly, attentive local crew focused on guest experience - Spacious, comfortable boat with excellent sunset views -...
$125
Key West Fishing Day Trip
Gulfstream Fishing is the longest-running party boat fishing charter in Key West, catching steady loads of reef fish since 1947. Our 58-foot Gulfstream IV carries...
$75
Key West Sunset Cocktail Cruise
“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure...
$65
Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
$99
✔️ What Sets This Sunset Cruise Apart - Friendly, attentive local crew focused on guest experience - Spacious, comfortable boat with excellent sunset views -...
$125
Gulfstream Fishing is the longest-running party boat fishing charter in Key West, catching steady loads of reef fish since 1947. Our 58-foot Gulfstream IV carries...
$75
“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure...
$65
Travelers Who Bought This Tour Also Bought
Key West 6 Seater Gas Powered Golf Cart Rental
Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...
$180
Key West 4-Seater Gas Powered Golf Cart Rental
Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...
$99
Key West 4 Seater Electric Car Rental
Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...
$99
Key West 6 Seater Electric Car Rental
Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...
$180
Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...
$180
Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...
$99
Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...
$99
Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...
$180
Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Tours of Key West customers.
Filter by:
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 (EDT).
- 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.
- 1.5-hour coastal sailing tour.
- Soda and water.
- 2 alcoholic drinks are included with your ticket for those 21 and older.
- Gratuities.
- Hotel pickup and drop-off.
- Garage parking.
- Additional beer, wine, mimosas, and cocktails available for purchase onboard by credit card.
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 Classic Day Sail Aboard America 2.0 is as follows:
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Day Sail on Schooner America 2.0 with 2 Drinks will be included in your confirmation email from Tours of Key West. 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
- 1.5-hour coastal sailing tour
- Soda and water
- 2 alcoholic drinks are included with your ticket for those 21 and older
- Gratuities
- Hotel pickup and drop-off
- Garage parking
- Additional beer, wine, mimosas, and cocktails available for purchase onboard by credit card
Additional Info
- Confirmation is instant and will be received at time of booking
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Operates in all weather conditions unless unsafe, please dress appropriately
- Travelers must arrive 30-45 minutes prior to the scheduled departure time to check-in at the ticket booth for boarding passes
- Kids sail FREE on our afternoon departures! All people planning to attend need to have a ticket. Please select tickets accordingly at check out for each traveler planning to attend
- This tour/activity will have a maximum of 68 travelers
