• Narration by Professional Crew: Learn about the sights, history, and ecology of Key West and surrounds from our courteous 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.

• 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.

• What a relaxing afternoon!

  America 2.0 is a beautiful schooner. The crew is exceptionally experienced, friendly and make you feel very welcome. We would recommend this sail to everyone.

  – BerniceB
  

• Wonderful!!

  Before booking, I read some reviews about sail key west. Everything they said was true-the staff were friendly and attentive. The afternoon sail gave us a chance to see the islands from a different perspective. If you are looking for a peaceful afternoon on the water, this is for you.

  – traveler42
  

• Peaceful,Relaxing way to enjoy Key West

  The crew were very nice,kept things light. Very peaceful, relaxing afternoon on the water.First time on a sailboat -won’t be my last. Next time I would like to try the sunset cruise.

  – FEQuick
  

• Great day for a sailing excursion

  This was a great excursion. It was a windy and cool day, but the crew handed out blankets to keep us warm. There were lots of other sail boats of all sizes on the water and it was quite a sight. The crew was cordial and very outgoing and were skilled at putting and taking down the sails. All in all, it was a great afternoon activity.

  – chaslin
  

• Great Time – Definitely Recommend!

  Took the 1:30pm day sail on the America. Capt Ron and crew were great, as was the boat itself. The sails provide plenty of shade on at least half of the boat if you’re concerned about the sun during the afternoon sail. You might even get to drive the beautiful boat!

  – kerri88
  

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.