Sunset Watersports Key West – Sunset Sail
Are you ready to experience the Key West sunset like never before? Join us on the ultimate Sunset Sip & Sail adventure aboard The Sandie Cat, our luxurious sailing catamaran!
This is more than just a sunset cruise—it’s an experience that’s consistently voted one of the best in Key West! Picture yourself sailing through tropical waters as the sun dips below the horizon, casting a warm glow across the sky. Grab a tropical mixed drink from our unlimited open bar and dance to live music from one of Key West’s best entertainers.
As you set sail on this two-hour adventure, you’ll be treated to an unlimited open well bar featuring your favorite island-inspired cocktails—margaritas, rum runners, wine, draft beer, champagne, and soft drinks. It’s the perfect way to kick back, sip, and soak in the island vibes.
We also know that great drinks deserve great bites, so we’re serving up a delicious spread of finger foods and appetizers to keep you fueled throughout the evening. Enjoy Jamaican jerk chicken sliders on sweet Hawaiian rolls, BBQ meatballs, fresh veggie trays, cheese and cracker assortments, and pita with hummus—all freshly prepared to complement your sail.
The Sandie Cat is Key West’s newest and most spacious sailing catamaran, designed for comfort and style. Its open layout ensures there’s plenty of room to mingle, dance, and take in the stunning views of Key West’s famous sunset.
Whether you’re celebrating a special occasion, out with friends, or looking for a romantic evening on the water, the Sunset Sip & Sail promises to deliver a night to remember. The combination of great music, tropical cocktails, and a breathtaking sunset over the Gulf of Mexico makes this trip a must-do while visiting Key West.
Are you ready to experience the Key West sunset like never before? Join us on the ultimate Sunset Sip & Sail adventure aboard The Sandie Cat, our luxurious sailing catamaran!
This is more than just a sunset cruise—it’s an experience that’s consistently voted one of the best in Key West! Picture yourself sailing through tropical waters as the sun dips below the horizon, casting a warm glow across the sky. Grab a tropical mixed drink from our unlimited open bar and dance to live music from one of Key West’s best entertainers.
As you set sail on this two-hour adventure, you’ll be treated to an unlimited open well bar featuring your favorite island-inspired cocktails—margaritas, rum runners, wine, draft beer, champagne, and soft drinks. It’s the perfect way to kick back, sip, and soak in the island vibes.
We also know that great drinks deserve great bites, so we’re serving up a delicious spread of finger foods and appetizers to keep you fueled throughout the evening. Enjoy Jamaican jerk chicken sliders on sweet Hawaiian rolls, BBQ meatballs, fresh veggie trays, cheese and cracker assortments, and pita with hummus—all freshly prepared to complement your sail.
The Sandie Cat is Key West’s newest and most spacious sailing catamaran, designed for comfort and style. Its open layout ensures there’s plenty of room to mingle, dance, and take in the stunning views of Key West’s famous sunset.
Whether you’re celebrating a special occasion, out with friends, or looking for a romantic evening on the water, the Sunset Sip & Sail promises to deliver a night to remember. The combination of great music, tropical cocktails, and a breathtaking sunset over the Gulf of Mexico makes this trip a must-do while visiting Key West.

i went with 8 of my friends and it was a surprise for them!!! everyone was beyond excited and loved the entire trip! the food was amazing the drinks were even better! my friends were so thankful and couldnt have asked for a better surprise!!! the crew was also so amazing! they were serving the drinks and the food and very easy to talk to and had amazing personalities!! i didnt ger the girls name but she recommended us places to go and shop and the boys name was bracken and he was super welcoming and also recommended us places!! thank you to everyone on the crew for such an amazing time!!!
Our family enjoyed a great Sunset Sip and Sail cruise on the Sandie Cat! Captain, Logan and his crew of Kelsey and Milan were awesome hosts. The weather was perfect for our cruise and the boat not overcrowded at all. The 2+ hour cruise offered great sights of Key West and the nearby area, as well as a stunning sunset. Wo recommend to anyone and would do again.

We had been on the same boat the week before, with our friends and thought so highly of it that we came back with our family. Our kids and grandchild all thoroughly enjoyed the music, the cruising, and the sights. The food and drinks were great, and we loved dancing on the boat as it cruised around! We cannot recommend this cruise enough!

We enjoyed the live music, the nice food and beautiful scenery and the gorgeous sunset. Not to mention Nicole drinks! It was a blast. In fact, we liked it so much the week after we did the same trip with our family!
For over 40 years, Sunset Watersports has been Key West's original watersports company, offering unforgettable trips and tours across our pristine waters. From jet ski adventures and sandbar charters to parasailing, dolphin tours, and reef snorkeling, we focus on safety, fun, and exceptional guest experiences. Proudly family-owned and locally operated, we invite you to explore paradise with us.
nathan k.
Business partner
For over 40 years, Sunset Watersports has been Key West's original watersports company, offering unforgettable trips and tours across our pristine waters. From jet ski adventures and sandbar charters to parasailing, dolphin tours, and reef snorkeling, we focus on safety, fun, and exceptional guest experiences. Proudly family-owned and locally operated, we invite you to explore paradise with us.
nathan k.
Business partner
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Reserve with a 10% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Visa
Mastercard
American Express
When paying the remaining balance with a credit card, an additional 2% charge will apply.
