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Sunset Sailing Charters

Time to relax and unwind after a long day of vacation. Let's go put the sun to bed, Key West style, on board one of our Sailing Sunset Charters.  Enjoy a tall ship into the sunset with real cannon fire, or liven it up on one of our Sailing Catamarans Booze Cruises. Sunset Dinner Cruises are also available!  We invented sunset. Come see why!  2.5 hours trips departing just before sunset and returning just after dark. A Key West tradition. Starting at just $35.00 for adults. it is the most affordable way to get on the water and should not be missed.

To Make Reservations Call 1-888-362-3474  


Catamaran Sunset Sails

The sun setting over the water of the southernmost point of the U.S. is a spectacular sight! Experience it for yourself while sailing Key West's historic harbor and viewing the Mallory Square sunset celebration from the comfort of one of our beautiful, spacious catamarans.  Includes free beer, wine, champagne, and soft drinks.

$39.00 Per Person
Departure Times Vary Seasonally

Looking for more than just domestic brands?  Try our Gold Champagne Sunset Sail that includes everything the original sunset sail includes plus premium brand beer, wine, and champagne such as Heineken, Amstel Light, Corona, McWilliam's Shiraz and Chardonnay, and Rotari Champagne. 
$49 per person

Or, go one step further with our Platinum Champagne Sunset Sail which includes everything the Gold Champagne Sunset Sail offers plus a full liquor bar featuring Finlandia Vodka, Bombay Gin, Bacardi Light, Anejo and Captain Morgan Rums, Pepe Lopez Tequilla, Canadian Club, Crown and Dewers, and Bacardi flavored rums.  (All mixed drinks are served on the rocks). 
$59 per person

For Reservations or Information
Toll 1-888-362-3474   Email us activities@gotothekeys.com

Tall Ship Schooner Liberty

As Key West slides astern and the bow is pointed to the sunset, passengers enjoy the romantic atmosphere and the unforgettable experience of authentic Tall Ship sailing.  Cruising past Mallory Square we take in the sights and sounds of the Sunset Celebration, before heading into the open water and watching a world-famous Key West Sunset, while enjoying complimentary beer, wine, champagne & soda, served throughout the trip by our ever- attentive crew.
WINTER 5:00pm - 7:00pm
SUMMER 6:30pm - 8:30pm
Adults (13 +) $59.00
Children (12 -) $45.00
Click here to learn more about schooner Liberty and her exciting Day Sails and Dinner Cruises that we offer.
For Reservations or Information
Toll 1-888-362-3474   Email us activities@gotothekeys.com

Sunset Culinaire Dinner Sail

Take a relaxing Sunset cruise and enjoy the scents, sounds, sights and romance of Key West while enjoying a delicious gourmet menu of fine wines and foods.  RB's Lady is a 52 foot Bluewater Cruiser powered with twin engines with a large covered upper deck that sits 20 guests at five tables.  The boat also has a head forward and a beautiful teak paneled salon.  Tours depart around 6:00 PM; Please call for exact times.
Adults: $75 + tax
Children 10 & Under: $37.50 + tax

Appetizers
- Creamy Maryland Style crab bisque with a light drizzle of truffel oil
- Edgewood salad: mixed lettuces, peaches, smoked almonds, tomato and dressing
-Wild mushrooms Napoleon with porcini and raclette cheese cream sauce
- Thai spring roll with Asian salad, ponsu dipping sauce and sriracha
Entrees
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Roulade of chicken breast stuffed with prosciutto and asiago cheese, served with baby vegetables and basmati rice on a mushroom and sun dried tomato sauce
- Sautéed Mahi-mahi with baby carrots, sugar snaps and basmati rice on a shrimp reduction sauce
- Flank steak stuffed with spinach, mushrooms, and homemade pâté' sausage served with Yukon gold roasted garlic mashed potatoes and baby carrots in a ragú sauce
Desserts
- Chocolate chip cheesecake with wild berries on a raspberry coulis
- Creamy Italian style Arborio rice pudding with wild berries and raspberry coulis

 
For Reservations or Information
Toll 1-888-362-3474   Email us activities@gotothekeys.com
 
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