Tours and Tickets

Key West Day Sail Aboard Schooner provided by Classic Harbor Line

Reserve Now & Pay Later

Key West Day Sail Aboard Schooner

Save
Share
COVID-19 update: See the added health and safety measures this experience is taking.Read more
Select Date and Travellers
From
€50.55
Date
2 adults
Options
Reserve Now & Pay Later
Low Price Guarantee
Travel safe during COVID-19
What you can expect during this experience
  • Face masks required for travellers in public areas
  • Face masks required for guides in public areas
  • Gear/equipment sanitized between use
  • Hand sanitizer available to travellers and staff
  • Regularly sanitized high-traffic areas
Updated 09/11/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Key West Day Sail Aboard Schooner
Capacity is reduced. Guests will be given assigned 'zones' to practice social distancing. We will advise customers of their zones at check-in. Masks are required for boarding and disembarkation. We highly encourage guests to wear masks throughout the sail.
Read more
Updated 09/11/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Overview
Itinerary
  • You'll start at
    202 William St
    202 William St, Key West, FL 33040, USA
    Check-in is at the Classic Harbor Line Ticket Booth located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West. The meeting point is located at the end of William St. near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.
    See address & details
  • Pass by
    Mallory Square
    Fort Zachary Taylor Historic State Park
    Sunset Pier
  • You'll end at
    202 William St
    202 William St, Key West, FL 33040, USA
    Check-in is at the Classic Harbor Line Ticket Booth located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West. The meeting point is located at the end of William St. near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.
    See address & details
+
Highlights
  • Sail aboard the America 2.0, a detailed replica of the ship that won the first America's Cup race.
  • Enjoy views of Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower
  • Keep your eyes peeled for wildlife including dolphins, sea turtles, and waterbirds
  • Alcoholic beverages are available for purchase onboard by credit card only
  • Snacks are available for purchase
  • Soda and water is complimentary
Important Information
Departure Point
202 William St, Key West, FL 33040, USA
Duration
1h 30m
Return Details
Returns to original departure point
Inclusions
  • 1.5-hour coastal sailing tour
  • Soda and water
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
  • Garage parking
  • Snacks are available for purchase
  • Beer, wine, Champagne, mimosas, bloody Mary's available for purchase onboard by credit card
Show More
Additional Info
  • Confirmation will be received at time of booking
  • 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
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Most travellers can participate
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 50 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
51Reviews
3Q&A
Traveller rating
  • 41
  • 4
  • 0
  • 0
  • 0
Traveller type
Time of year
Language
Popular mentions
24370Rick wrote a review 7 Jan
Punta Gorda, Florida8 contributions2 helpful votes
Go out further; get out of the bay was expected by all of us because it is a 1 1/2 cruise. The crew was wonderful and allowed us to help raise a sail and my wife even had a chance to steer the America. The ship is spotless and such a marvel. We just loved the day.
Read more
Date of experience: January 2021
Helpful
Share
ShefFamily2015 wrote a review Dec 2020
Atlanta, Georgia13 contributions5 helpful votes
A fun family experience. Crew was fantastic - very friendly and knowledgeable. An enjoyable 1 1/2 hours on the water on a beautiful sail boat.
Read more
Date of experience: December 2020
Helpful
Share
Jim M wrote a review Dec 2020
Memphis, Tennessee39 contributions12 helpful votes
Enjoyable and relaxing time with Captain Ronti and mates Heather and Stephanie. Captain Ronti let us actually sail the boat.
Read more
Date of experience: December 2020
Helpful
Share
Arstrazz wrote a review Jul 2020
Tampa, Florida112 contributions33 helpful votes
Captian Amber and crew were awesome! We booked this sail because we are sailors ourselves and were interested in this beautiful boat (we just happened to walk by). It is an amazing ship inspired by an older design. We liked the fact that the ship would actually sail on wind
Read more
Date of experience: June 2020
Helpful
Share
Jeff S wrote a review Mar 2020
1 contribution
This excursion was a delight from beginning to end. The boat is beautiful, and it's an impressive sight to watch the crew raise the sails. Crew members were friendly and did their best to make sure that we had a pleasant experience. Only wish would be that the ride was longer!
Read more
Date of experience: March 2020
Helpful
Share
1234569
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Classic Harbor Line
33laurenm
00
Great Sunset Sail
An amazing sunset trip on a beautiful ship. The crew was so friendly and accommodating and really got the guests in
Read more
Madeleine S
00
Beautiful
Great crew, beautiful boat. Very attentive to the travelers. The snacks were ok, could have given more.
Read more
OceanStatesailing
00
Amazing Sunset Sail
My husband and I have been on many sails and most end up motoring a large portion of the time. However, we sailed
Read more
AneisaF
00
Love the Schooner!
Loved it! The best part about the sail was our crew (Amber, Stephanie and Eric). They were knowledgeable, friendly
Read more
Kathryn S
00
Lovely experience
Great trip - helpful and knowledgeable crew, capable captain, gorgeous boat... nothing more you could ask for.
Read more
Tour752159
00
Sunset Cruise
Beautiful boat and sunset. This was an amazing experience. The captain was great and Stephanie and Molly the first
Read more
Y4722KMcarolr
00
AAAH MAZING!!
Booked last minute because it was going to be warm and windy. All female crew and Captain Amber were great, servic
Read more
Shipyardseaclusion
00
Still the best in Key West
Still our favorite Sun Set cruise in Key West. The crew is great, and the experience of sailing and enjoying the vi
Read more
W Tom S
00
Highlight of our three days in Key West!
The schooner was very well laid out and well-maintained, and our crew were universally friendly, helpful and most c
Read more
kileyt04
00
Sunset Sail
Very fun crew! Had a great time! Would recommend for different experience for sunset cruise. Have been on catamaran
Read more
marybF8162KT
00
Best Evening
This was by fay the best evening of our time in Key West. The captain and crew were great and the sunset sail was
Read more
floridafanohio
00
America 2.0 Amazing Trip
We took a sunset cruise aboard the beautiful America 2.0. The boat is gorgeous, the staff was fantastic! Captain
Read more
Sunshine777580
00
Highlight of my trip
This was the best part of my entire time in Key West. There was a little confusion with the check in because they
Read more
LukeGull
00
Great sunset cruise
We really enjoyed the crew and the sunset cruise. The wind offered a great ride and crew was very accommodating.
Read more
martyc2016
00
Fabulous Sunset Sail!
Would highly recommend this adventure the captain and crew were amazing and very friendly and knowledgeable! My wif
Read more
Key Details
  • Duration: 1h 30m
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:+44 12 2492 8241

Frequently bought together

from €39.64*
Popular: Booked by 2,866 travellers!
Parasailing in Key West with Professional Guide
from €67.14*
Popular: Booked by 1,920 travellers!
from €38.59*
Popular: Booked by 5,264 travellers!

Day Cruises

from €52.91*
Popular: Booked by 3,434 travellers!
Small-Group Key West Sunset Sail with Wine
from €76.74*
Popular: Booked by 701 travellers!
from €51.61*
Popular: Booked by 556 travellers!
from €41.80*
Popular: Booked by 3,747 travellers!
Frequently Asked Questions about Key West Day Sail Aboard Schooner