nowthingstodo
Saved Tours
Cart
Sunset Sip & Sail
Gallery 2
Gallery 3
Gallery 4
Gallery 5

Sunset Sip & Sail

5.0(10 reviews)
2 hour(s)
English
Skip the line
Key West, United States

Enjoy the legendary Key West sunset on a luxurious catamaran

Live music and tropical entertainment onboard

Unlimited open well bar with a variety of drinks

Delicious appetizers served during the cruise

Price start from

33.19

Contact us 24x7
whatsapp
WhatsApp
email
Email

This activity is managed by our trusted partner FareHarbor.

Additional taxes and fees may apply — total shown at checkout.

Secure booking powered by FareHarbor

Select Date & Time

Loading FareHarbor Calendar...

Select your preferred date and time from the calendar above.

Reserve with peace of mind —
Enjoy unlimited changes and full refund options.
Excellent
star
Trustpilot

Exceptional flexibility

Free cancellation and unlimited rescheduling leads to total flexibility while you plan your travels

24/7/365 Customer support - When you need us we are here

Lowest Price Guarantee — no other provider offers this tour for less

Chat now
whatsapp
WhatsApp
email
Email

Set sail on a vibrant Key West sunset cruise aboard the luxurious Sandie Cat, where every moment is filled with tropical charm and island energy. Enjoy a lively evening as you glide through the crystal-clear waters, sipping on expertly crafted drinks from the unlimited open well bar and sampling delicious appetizers prepared to enhance your experience. Live music from talented local entertainers creates the perfect soundtrack, inviting you to dance, relax, or simply soak in the breathtaking colors of the Key West sunset as it paints the horizon. This cruise combines relaxation and entertainment in one unforgettable adventure. Whether you are celebrating a special occasion, enjoying a romantic evening, or simply seeking the ultimate way to experience Key West, this sunset journey provides a lively, fun, and immersive atmosphere. With attentive crew service, flowing drinks, and a mesmerizing sunset, guests can truly unwind and experience the essence of the island from the water.

Catch the Key West Sunset with live music

Well Bar

Unlimited well mixed drinks

Draft Beer

Margaritas

Wine

Champagne

Rum Runners

Soft Drinks

Gratuities

Sunglasses & sunscreen

Water bottle

Travelers prone to seasickness
Travelers with aquaphobia
Travelers with Limited mobility impairments
Families with children
Adventure seekers
Couples
Groups of friends
Seniors and mature travelers
Physically fit travelers
Solo travelers
Photography lovers
Food lovers

Have a camera ready to capture every special moment

Wear comfortable clothes and shoes

Keep personal essentials

Confirmation will be received at time of booking

Address:

Type in your hotel/accommodation to see how far the attraction or departure point is.

Loading pick up points...

Loading pick up points...

Activity Provider: Sunset Watersports

Customer Reviews

10 reviews
5.0
based on 10 reviews
J

jeremy

July 28, 2025
Google

We went on a private sunset sail on the High Tide and could not be happier. The captain and mate were outstanding, nice, and skilled. The boat was comfortable and safe. The sunset was outstanding. Overall it was a great experience and we thank sunset sail key west for the perfect day.

K

Ken

July 24, 2025
GetYourGuide

Everything was great. The crew was very involved and very helpful.

R

Rod

May 26, 2025
Google

100% best sunset sail cruise available!!!! If you want an authentic intimate sunset sailing cruise, Sunset Sail Key West is the ONLY place to go. Beware of the standard hotel recomended cruises where you are packed on a giant party cat like sardines. First the boat - Malabar X, a true classic 1930 wooden schooner in impeccable condition. This boat has so much style and class. Second, the crew - Kayla, Laura & Jamie (I'm sure I've misspelled a name or two) were so nice and took great care of all the guests. I can’t recommend this company enough - well worth the cost. Great job Sunset Sail Key West!

R

Rich

May 21, 2025
Google

Absolutely unforgettable private sunset sail aboard the Malabar X! This historic vessel is stunning, and the captain and crew were incredible—friendly, professional, and made the entire experience even more special. We were celebrating a 50th birthday with a group of 8, and it couldn’t have been more perfect. Everyone agreed it was the best sailing experience we’ve ever had. Huge thanks to Seth and the Sunset Sail Key West team for helping us create such amazing memories—and the sunset photos were incredible too! Highly recommended.

J

June

April 14, 2025
GetYourGuide

The servers and bartender were incredible. They attended to every request so quickly and efficiently. As soon as we boarded, we were greeted with icy rum punch. The bartender’s (so sorry I forgot his name) specialty was perfect for sipping; his speed filling drink requests was entertaining but astonishing! The food was good, hot, and plentiful. Blackened mahi was my favorite, my husband who doesn’t usually eat dessert, thoroughly enjoyed the dessert, pulled pork and chicken. Good mix of music. Beautiful sunset. Perfect Key West dinner cruise! Thank you!

J

Jennifer

March 24, 2025
GetYourGuide

The dinner cruise was excellent! The staff was great, the food was good, and it was a fantastic time!

W

William

March 20, 2025
GetYourGuide

The entertainment with live music and singing and the food was honestly the most flavorful food I had during our week stay.

G

Gary

March 17, 2025
GetYourGuide

We had an amazing time. The staff were amazing…fun…friendly…accommodating…the drinks were tasty and the atmosphere/sunset/etc. was tremendous.

C

Chris

March 09, 2025
Google

What a great way to spend an evening! The "When and If" is a beautiful boat that has the unique history of belonging to General Patton. The staff was phenomenal and delivered an A+ experience. I highly recommend this sunset cruise!

A

Anuja

April 03, 2023
Google

Totally loved this cruise. It's amazing sunset cruise having music in the background. They serve beer and sangria. Staff is super friendly and views from that boat are amazing. We saw a beautiful sunset where weather was perfect and crystal clear. Price is very affordable for a 1.5 hr journey

Explore More Sunset Sip & Sail
Day In a City

Explore More Sunset Sip & Sail

Discover the wonders of Key West, United States with this unforgettable experience. Step aboard a lively island escape where warm breezes, golden skies, and vibrant music set the tone for a perfect evening on the water. As the catamaran glides out from the harbor, you can settle in with a refreshing tropical drink and enjoy the rhythm of live island music performed by one of th...