Key West, FL > Sailing Charters
04/06/2020 ~ 04/12/2020

Private Chill Out Lily-Pad Sail - Up to Six Guests

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    Availabile 7AM-6PM CST

Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating lily pad. Enjoy this unique private adventure with family and friends, away from the crowds. Be sure to take in all of Key West's beauty while relaxing and soaking up the sun from the water. Book today and set out on a private sailing adventure.

Activity Highlights
  • See marine life swim by as you float on a giant lily pad
  • Set sail and see the beauty of Key West from the water
  • Take a turn at the helm of this beautiful sailing yacht
  • Relax and spend quality time away from the hustle and bustle of Key West

Duration: 3 Hrs.

What's Included
  • Cooler and complimentary ice for the drinks you bring
  • Soft drinks, bottled water, and light snacks
  • Giant lily pad for floating and relaxing
What to bring
  • Bring your own adult beverages
  • Sunscreen
  • Valid, government-issued photo ID
  • Camera
  • Sunglasses
  • Layers for avoiding the sun if necessary
  • Boats are not wheelchair accessible.
  • Must be 21 to consume alcohol.
  • Children under 18 must be accompanied by an adult.
  • Glass bottles are not allowed on the boat.
  • Trip for up to 6 guests.
  • No service dogs allowed.
Additional information
  • Choose from two different Sailboats: The High Tide, a 33' custom sloop rig and The Free Spirit, a 32' lazy jack schooner.
  • The High Tide is docked in downtown Key West behind Schooner Wharf Bar at 202 William Street, Key West, FL 33040.
  • The Free Spirit is docked in the Stock Island Marina at 7009 Shrimp Rock Road, Stock Island, FL, which is the island adjacent to Key West and is located just across the bridge.
  • The crew is First Aid, CPR & AED certified.
  • Street parking and pay to park available.
  • Gratuities not included.
Cancellation policy

Customer must cancel at least 48 hours in advance to receive a full refund, minus a $5 service fee. If the weather is unfavorable, the experience may be rescheduled for a later time/date by the vendor or a full refund will be issued. No-shows will not be refunded. Customer may make changes to the reservation without any fees as long as it's outside the 48 hour cancellation period.


Key West, FL 33040, USA

Private Chill Out Lily-Pad Sail - Up to Six Guests

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Don't take our word for it

Verified Traveler Reviews

about 23 days ago
What an interesting ship! We brought our own beverages and chose from a high variety of nut, fruit, and cheese tray (way better than cheap included...
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Barbara M.
about 26 days ago
We can't recommend this Sunset sail enough! The captain and crew were fabulous, the service is on point. And what can I say about sailing on a classic...
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Bf D.
about 1 month ago
Hands down one of the highlights of our trip to Key West!Shawn and the "When and If" crew are very knowledgeable and top shelf. I loved every minute‼
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S L M.