2 hrs
All Ages
Minimum Age
Key West

Sunset Sip & Sail

Quick Highlights

Departure Time: 5:00 pm
Duration: 2 Hours
Includes: Live Music, Open Well Bar, Great Appetizer Menu

Trip Details

This trip includes an 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.

On the Menu: Jamaican jerk chicken sliders on Hawaiian rolls, BBQ meatballs, veggie trays, cheese & cracker trays, Pita & hummus.

The bar includes: Unlimited well-mixed drinks, draft beer, margaritas, rum runners, great selection of wine & champagne.

Premium Drink Package Option: For just $19 you can upgrade your drink package to include unlimited frozen and mixed drinks made with your favorite top-shelf liquors (Titos, Captain Morgan, Tanqueray, Jack Daniels, Jim Beam, or similar).


Key West Sunset Dinner Cruise
Ages 13+
Ages 6 – 12
Ages 5 and Under

This adventure is operated by Sunset Watersports This trip is powered by Conch Republic Parasail LLC

Customers will receive a full refund or credit with 24 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

How long is the ride?

You will be on the boat for up to an hour as each group is sent up for their parasail flight. On average guests get for up to 8-15 minutes. We are proud to offer the longest flight times in Key West.

Can I bring a camera up with me?

Yes you can, however, our parasail crew offers an amazing & professional photo package on the boat

Can I come to watch my friend?

Yes, you can come to ride along on the parasail boat to watch your friend or family member, however, there is a $20 per rider fee and is based on availability.

Is there a weight limit?

Yup, we can fly up to 3 passengers with a collective weight of under 500 lbs. Don’t worry we fly tandem or triple parasail flights.

Is there parking?

There is a city-operated parking lot on Caroline St for $4 an hour, as well as
metered street parking and a nearby garage on James and Grinnel Street.

Where is the check-in location?

Guests check into our office along the Historic Seaport Pier at 201 William St,
right next door to the Waterfront Brewing company and the Marker Hotel. We
also depart from Smathers Beach at 2000 South Roosevelt BlVD, Key West FL 33040.

What do I need to bring with me parasailing?

Be sure to have a valid ID and the same card you used to purchase your tickets
upon check in. Other than that, dress comfortable as if you were going to the beach. Feel free to bring towels too.