• Narration by Professional Crew: Learn about the sights, history, and ecology of Key West and surrounds from our professional and attentive crew
• Unique Sights: Experience a waterfront view of Downtown Key West, including Mallory Square, Sunset Pier, and Fort Zachary Taylor, and even the famed Sand Key Lighthouse in the distance
• True Sailing Experience: Help the crew hoist the sails or take a turn at the helm of one of the fastest schooners in the U.S.!

• Alcoholic beverages and snacks may be purchased at an additional cost either during the booking process, or while on board the vessel.
• Guests are welcome to bring their own food.
• Gratuity is not included in the ticket price, but much appreciated by your hard working crew. You may also add gratuity on to your purchase during the booking process.

• Downtown in the historic Key West Bight (Key West, FL)
• (Exact meeting location details will be provided immediately upon purchase of tickets.)

General FAQs about all our excursions.

• Better than imagined, one beautiful sail

  Captain and her crew in my daughter’s words were “Kick-ass awesome!” Beautiful ship on a beautiful, breezy day created smooth, fast sail.

  – widmerc
  

• Perfect Sail Around Key West! Beautiful boat!

  A group of 10 friends and I had the BEST time on this sail! The Captain and his crew were so nice and funny, and they kept our glasses filled with champagne and beer! The boat is gorgeous and comfy, and we sailed all around Key West. Got to see other islands, lots of other boaters, and had a blast! Key West is the southernmost point of the US, so sailing out into the water was beautiful – endless water and sun!!! We did the early afternoon cruise, but I bet the sunset cruise is amazing!!!

  – jsammon99
  

• Nice Sailing adventure

  The America 2.0 is a wonderful boat to sail on. It is fast and easy to sail (or just sit and watch the scenery). The crew was very courteous and made the trip a real joy. The day sail seemed to be better than the evening cruise if you want to enjoy the wind. The wind seemed to drop to minimal speed at night. So if you are in to sailing talk to the crew about which trip is best for you.

  – rwalloch
  

• March 30th Sail

  My wife and I had an Awesome sail! The crew was knowledgeable, professional and fun! Thanks Very Much for a Great Time!

  – Gary33
  

• Great Sailing!

  Great crew. Were a little hesitant about taking our 2 young children but they were great and had no issues.

  – Michaelson5
  

• Amazing Day Sail

  beautiful boat, great crew, good time

  – jonslotoroff
  

Refund/Rescheduling Policy We happily offer ticket reschedule, cancellation, refund, or gift card conversion up to 24 hours prior to a trip’s departure date. Please call 305-293-7245 for any requests for cancellation and refund, rescheduling or conversion to gift credit. We can also be reached by email at [email protected]. If you arrive late for your departure and miss the boat, your ticket cannot be refunded or rescheduled. Trip Cancellation Protection Some of our trips offer Trip Cancellation Protection, which allows you to reschedule, cancel and refund, or convert your tickets up to 1 hour prior to your trip’s departure time for an additional 8% fee. You MUST contact our ticket booth at 305-293-7245 at least 1 hour prior to your trip’s departure time in order to activate the cancellation protection. You may also submit a cancellation request in writing to [email protected] no later than 1 hour in advance of departure. All associated ticket costs, minus the cost of the 8% Trip Cancellation Protection plan and any associated processing fees, are transferable or refundable. Trip Cancellation Protection is not available for some special events. Trip Cancellation Protection Some of our trips offer Trip Cancellation Protection, which allows you to reschedule, cancel and refund, or convert your tickets up to 1 hour prior to your trip’s departure time for an additional 8% fee. You MUST contact our ticket booth at 305-293-7245 at least 1 hour prior to your trip’s departure time in order to activate the cancellation protection. You may also submit a cancellation request in writing to [email protected] no later than 1 hour in advance of departure. All associated ticket costs, minus the cost of the 8% Trip Cancellation Protection plan and any associated processing fees, are transferable or refundable. Trip Cancellation Protection is not available for some special events. Seller-Related Cancellations If Classic Harbor Line Key West is forced to cancel the event, ticket-holders will be allowed to reschedule to another time subject to availability, receive credit for a future event, or receive a refund. Gratuities In most cases except for special events, gratuity is not included in your ticket cost. It is customary to tip your crew. This can be done in advance during the booking process, or at the end of your trip. Drugs and Alcohol Policy

• There is no smoking aboard our vessels.
• You are not permitted to bring your own alcohol aboard our vessels.
• Boarding may be denied if you arrive visibly intoxicated.
• If you are found in possession of illegal drugs while on board our vessel the drugs will be confiscated and you will be handed over to the Coast Guard or Harbor Police.

Boarding Pass Liability Verbiage Upon arrival you will receive a boarding pass at the ticket booth. By redeeming your boarding pass you agree to the following terms:

• You acknowledge that sailing is inherently dangerous and waive all risks outside the reasonable control of the owners or operators of Classic Harbor Line operated vessel (“Classic”)
• You agree that Classic shall not be held vicariously liable for the intentional or negligent acts of any person not employed by Classic or committed while off duty or outside the course and scope of employment.
• Classic shall have the benefit of all statues of the United States of America providing for limitation and exoneration from liability.
• Classic shall not be liable to you for damages for emotional distress, mental suffering/anguish or psychological injury.
• LIMITATION ON TIME TO BRING SUIT: Classic shall not be liable for any claims for personal injury, illness, or death unless filed within 1 year after voyage. Classic shall not be liable for any other claims unless filed within six months after voyage.
• All disputes and matters whatsoever arising under, in connection with or incident to this contract shall be litigated before the United States District Court for the Southern District of New York in Manhattan or before a court located in New York County, New York.