Limited Spaces Available! For reservations call (866) 945-7917. Spaces are extremely limited this time of year so book early to ensure the date you want.
Sip & Sail Sunset Cruise

Highlights

  • Sip and Sail Starting Every Afternoon On Our Spacious and Stable 65-Foot Sailing Catamaran, the Sandie Cat
  • Open Bar With Delicious Favorites like the Rum Runners and Margaritas as well as Well Drinks, Beer, Wine, Champagne, and Soda  
  • Delicious Appetizers
  • Live Music Sets the Perfect Vibe for an Unforgettable Sunset Watching Tour

Tour Summary

Climb on board our custom-designed sailing catamaran, the Sandie Cat, and grab your favorite drink to sip on, as we take you on the sunset journey of a lifetime! Our Sip & Sail Sunset Cruise is one of the most sought-after sunset cruises anywhere in Key West. We attribute this to our unwavering dedication to providing the best service to every guest on our vessel. Our crew is made up of locals who are passionate about Key West. This passion is infectious as soon as you walk on board our vessel. We will equip you with your drink of choice (it’s open bar, so have as many drinks as you want including Rum Runners, Margaritas, well drinks, draft beer, wine, and champagne) and then you will have your choice of plenty of comfortable seating, both shaded and open air.

The Sip & Sail Sunset Cruise offers a lot! Not only do you get to ride out on a new and spacious multi-deck sailing catamaran, and not only do you get your choice of unlimited and complimentary beverages, you also get to spend the evening listening to live music. Let us paint the picture for you: you are riding out to the calm waters of the Gulf, your favorite drink in hand, sitting on a comfortable and big sailing yacht, as the sky starts to change from blue to orange and pink, and a live band starts to play the smooth sounds of island favorites.

The Sip & Sail is a favorite among our guests! We run this trip nightly and every night we continue to receive rave reviews from guests. Try it out for yourself! But make sure to get your reservations in early, as this is one of the tours that almost always books up in advance!

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

  • This tour is seasonal: Tour operates until March 7th 2020. Please see our Party Cat Dinner Cruise if you're in need of an alternative to the Sip & Sail, for later dates.
  • Tour departure times vary by the season, please double check your confirmation for actual departure and check in time.
  • Must be 21+ with valid photo ID to drink
  • BLACK OUT DATES 2019 (these dates are not available): 
    October 11th, 14th
    November 4th
    December 29th
    2020:
    January 6th

Key West Vacation is always interested in your tour experience with us. We hope you enjoyed your tour and love to hear comments.

Bob Smith

I have been to the Bahamas many times, but Sip & Sail Sunset Cruise is one of my favorite trips! It includes everything that everyone should do here. As a Bahamas veteran, I can say only the best about this experience!

Jim Peters

Thanks to the professional guides! I was a bit worried about kayaking because I had never done it before, but the instructions were great and I had such a good time!

Richard Dixon

The best way to discover nature! ( ͡° ͜ʖ ͡°)