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Sunset Watersports Key West – Sunset Sail 

5.0/5 (6 reviews)
 201 William Street, Key West, FL 33040, United States

Sunset Watersports Key West – Sunset Sail 

Key West, FL, United States
65 feet
25
5.0/5 (6 reviews)

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.

Sunset Watersports
Charter Operator
Sunset Watersports
42 years of experience

Customer reviews

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Rating

5.0
(6 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (6)

All reviews (6)

Showing 15 of 6 reviews
Jessica Vargas
Jessica Vargas
us
Florida, US
Member since 2026
5.0
Verified
you must book this trip!!!!
2 Hour – Sunset Sail with Open Bar on August 1, 20267 adults

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!!!

Stephen Esworthy
Stephen Esworthy
us
Virginia, US
Member since 2026
5.0
Verified
Great Time on the Sandie Cat!
2 Hour – Sunset Sail with Open Bar on June 28, 20264 adults

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.

Timothy Nelson
Timothy Nelson
Repeat customer
us
Pennsylvania, US
Member since 2025
4 trips
5.0
Verified
Fun for the whole family
2 Hour – Sunset Sail with Open Bar on April 6, 20267 adults

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!

Timothy Nelson
Timothy Nelson
Repeat customer
us
Pennsylvania, US
Member since 2025
4 trips
5.0
Verified
Party boat with friends in the keys!,
2 Hour – Sunset Sail with Open Bar on March 31, 202610 adults

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!

Bradley Gilbert
Bradley Gilbert
Repeat customer
us
Ohio, US
Member since 2026
2 trips
5.0
Verified
New
August boating trip
2 Hour – Sunset Sail with Open Bar on August 22, 20262 adults

FAQs about Sunset Watersports Key West – Sunset Sail

Sunset Watersports Key West – Sunset Sail offers the following trip to customers:
  • US $79 per person - 2 Hour – Sunset Sail with Open Bar (2 hours)
When you book a trip with Sunset Watersports Key West – Sunset Sail, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Bimini
  • Shower
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform
  • Audio System
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
Sunset Watersports Key West – Sunset Sail offers the following activities:
  • Sailing, Catamaran & Gulet Tours
  • Sunset Dinner Cruises

Your operator

Sunset Watersports
Sunset Watersports
Sunset Watersports

Key West, Florida, United States

13 Customer reviews
Response time 9 hours
Member since December 2024

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.

Our Team
nathan k.

nathan k.

Business partner

13 Customer reviews
Response time 9 hours
Member since December 2024

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.

Our Team
nathan k.

nathan k.

Business partner

What the boat is like

Boat category
Catamarans
Boat type
Catamaran
Boat manufacturer
Gold Coast
Boat Model
Custom
Year built
2020
Boat length
65 ft
Capacity
25 persons
Engine model
Mercury
Max crusing speed
60 knots
Powered by
2 x 300HP
Engine Type
Outboard
Fuel Type
Diesel
Number of heads
2 heads
Number of toilets
2 toilets
Boat category
Catamarans
Boat type
Catamaran
Boat manufacturer
Gold Coast
Boat Model
Custom
Year built
2020
Boat length
65 ft
Capacity
25 persons

Which kind of activities are offered

Sailing, Catamaran & Gulet Tours
Sunset & Dinner Cruise

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Autopilot
Anchor
Wheel Steering
Life Jackets
Bimini
Shower
Bow Sundeck
Aft Sundeck
Bathing Platform
Audio System
Inside Speakers
Outside Speakers
Refrigerator
Ice Box

What's included in the trip price

What’s allowed on the boat

Child Friendly
Smoking
Shoes

What additional terms you should be aware of

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.

How cancellations work

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.

More details

How you can pay

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.

Compare similar boating charters

Current
Sunset Watersports Key West – Sunset Sail
Sunset Watersports Key West – Sunset Sail
5.0
/5
(6 reviews)
65 feet
Group size 1 - 25
1 - 25
2 hour trip • up to 25 persons
US $79