Sunset Sip & Sail

Departs: 5:00 pm
Duration: 2 Hrs

Adult $59 $49
Child $32 $22

Highlights: 2 Hour Sunset Sail, Key West’s Newest Luxury Catamaran, Live Music & Open Well Bar

Location: 201 Williams St Key West FL

Upgrade To Unlimited Premium Bar Only $19

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Departure Time: 5:00 pm 

Duration: 2hrs 

Includes: 2hr Sunset Sail, Key West’s Newest Luxury Catamaran, Great Appetizers, Live Music & Open Well Bar

This trip includes UNLIMITED open well bar which includes rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. This trip also includes great appetizers for you to enjoy and live music as you cruise off into the sunset through the tropical waters on Key West’s newest sailing catamaran, The Sandie Cat. Grab a tropical mixed drink and dance to a live performance from one of Key West’s best entertainers while enjoying the legendary Key West Sunset.

Premiuim Drink Package Option: Includes frozen and mixed drinks made with your favorite top shelf liquors (Titos, Captain Morgan, Tangueray, Jack Daniels, Jim Beam, Patron or similar). Popular domestic, imported and craft beer, cans and bottles. Great selection of wine and champagne.

Book direct with us and enjoy our Lowest Price Guarantee.

Introducing The “Sandie Cat”

sunset sail key west florida The Sandie Cat is a custom 65 foot Gold Coast Luxury Sailing yacht that is coast guard regulated for 149 passengers and is fully equipped and includes;

  • 3 spacious decks with plenty of seating & standing room
  • Full on-board bar
  • 2 above deck modern bathrooms
  • Top sundeck
  • State of the art safety equipment
  • State of the art sound system

Our crew consists of 1 master captain and 2-3 crew members


Key West Sunset Sail

201 Williams St Key West FL 33040 (Google Map)

10 am for the Do It All with Parasailing

Please check in 40 minutes prior to departure.

Sunset Sailing Cruise

While others bring food aboard we prepare you a freshly made selection.

Included on the sunset Sip & Sail is a tasty selection of finger foods which consist of

  • BBQ Meat Balls
  • Veggie Trays
  • Cheese and Cracker Trays
  • Pita and Hummus
  • Jamaican Jerk Chicken Sliders on Sweet Hawaiian rolls with mango chutney


Key West Sunset Cruise

This Key West sunset sail is a trip for the whole family. Enjoy this 2 hour sunset cruise on the brand new custom built Sandie Cat. Guests will enjoy an open bar with rummrunners, margaritas, well drinks, draft beer, wine, champagne & soft drinks. This trip also includes a variety of appetizers and live music. 

Enjoy the best seat in town for the world famous Key West sunset as you sail in the tropical Key West waters.

Whats On The Menu?

  • Jamaican Jerk Chicken Sliders On Sweet Hawaiian Rolls
  • BBQ Meat Balls
  • Veggie Trays
  • Cheese and Cracker Trays
  • Pita and Hummus

Includes Open Well Bar

  • Unlimited Well Mixed Drinks
  • Draft Beer
  • Champagne
  • Wine
  • Margaritas
  • Rum Runners
Open Bar Included!

  • Adult: $59 $49
  • Premium Bar Upgrade: $19
  • Youth (6-12): $22
  • Child (under 5): Free
Why Book With Us?

  • LOWEST Prices Guaranteed
  • Over 35 Years In Key West
  • Award Winning Watersports Company

Sunset Sip & Sail Photos

Sunset Sip & Sail Video

Recent Reviews

  • We had a great time We had a great time in the sip & sail tour with Sunset Watersports. The crew was awesome, service is great and we could have drinks at the boat without any long lines. The tour was for 2 hours and... read more

    Nela Avatar

    Very much enjoyed the Sunset Sip and Sail!! Very much enjoyed the Sunset Sip and Sail, Awesome boat. Crew very friendly. Would definitely do it again.
    Sunset Watersports Trip Reviewed: Sunset Sip & Sail

    Kurt S. Avatar
    Kurt S.

    Sunset Sail Entire staff, especially the bar staff, was excellent. They definitely went above and beyond! The guy with the guitar was great entertainment. We got lucky in that there were fewer than 30 passengers on the ship, so it was very... read more

    Margaret L. Avatar
    Margaret L.
  • The sunset cruise was great! The cruise was great! The entertainment was fun, and the food was delicious!
    Trip Reviewed: Key West Sunset Celebration Sip & Sail

    Danielle B. Avatar
    Danielle B.

    Highly Recommend The Sunset Sail I definitely recommend the sunset watersports sunset sail in key west. We did multiple trips and had so much fun. We had 12 people in our group and we are looking forward to coming back. Thank you the crew was amazing!

    JESANA S Avatar

    Excellent Sunset Sail Everything was perfect. The Sunset Watersports crew was excellent, food was excellent, drinks excellent, music was excellent and the entertaining.

    Key West Traveler Avatar
    Key West Traveler
  • 5 star ratingGreat Sunset Sail Experience This sunset cruise was the perfect way to watch the Key West sunset. The food was great. The bartenders kept the drinks coming. The one man Reggae band was wonderful. The group on this cruise was friendly... read more

    Carolyn C. Avatar
    Carolyn C.

    We fully enjoyed 3, yes 3, different tours with Sunset Watersports during our week in Key West. They are a great group, from the shuttle driver to the tour hosts. The Sip and Sail sunset cruise was perfect, with absolutely... read more

    Kimberly N. Avatar
    Kimberly N.

    One of the most fun nights of my life!! Amazing experience!!

    M. Ells Avatar
    M. Ells
  • Amazing times with sunset water sports! We enjoyed the sunset sip and sail the first evening and the afternoon dip and sip the next day. Captain and crew were great. Highly recommend them over other companies as Sunset doesn't try... read more

    Hank C. Avatar
    Hank C.

    4 star ratingGreat Way to End our Trip to Key West Kris, our concierge at the Doubletree, recommended this and booked it for us. The captain, Kirk (one of the staff), and the bartender, Rebecca, were all great. We experienced a great sunset and really nice ride around the... read more

    OSUBuckeyesNJ Avatar

    We went on their sunset sip and sail on Nov 17th and I would definitely do it with them again when I am in the Florida keys. Captain and all the crew members on our catamaran (Sandy Cat) were friendly... read more

    ram pratap reddy Avatar
    ram pratap reddy

Frequently Asked Questions

How long is the sunset Sip & Sail?

This is a 2 hour sunset sail with live music, appetizers and open well bar.

Key West’s best priced sunset experience.

What is included in the open bar?

An open well brand bar is included in the trip. The bar includes UNLIMITED rum-runners, margaritas, well mixed drinks, draft beer, wine, champagne & soft drinks. We have top shelf and premium liquors available for purchase as well as bottled beer.

What is on the appetizer menu?

Included on the sunset Sip & Sail is a tasty selection of finger foods which consist of jamaican jerk chicken slider on sweet hawaiian rolls, BBQ meat balls, veggie trays, cheese and cracker trays, pita and hummus.

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