Sunset Cruises Key West

Pristine Sandbar Excursion #1 Trip in Key West!

A sandbar trip to the backcountry of the lower Florida Keys will be the highlight of your Key West Vacation. The picturesque scenery, clear water, beautiful sandy beaches and remote islands will be ingrained in your memories forever. Go where few visitors ever venture and for the lucky ones that do, they always return. Enjoy light snacks, soft drinks and water and explore the clear waters of the Florida Keys in style! Paddleboards and snorkel gear also included!

Locals favorite!

Sail catamaran with live music
• Includes full premium bar
• Sundeck and shaded lounge area
• Large selection of complimentary beer, wine and soft drinks
• Appetizers including shrimp and cheese

Now featuring live music from local Key West musicians!

Enchant your evening with one of Key West’s premier sunset sails on a spacious sailing catamaran. Sail through the beautiful and historic seaport, past the jugglers and entertainers at the renowned Mallory Square. All while enjoying the complimentary full bar and appetizers. See Sunset Key and historic Fort Zachary Taylor during your sailing tour of Key West landmarks.

With unparalleled commitment to excellence, this tour has limited passengers to ensure plenty of seating and room to spread out for an enjoyable evening on the water. The selection of appetizers are prepared daily and include delicious items such as peel and eat shrimp, caprese skewers and key lime tarts to name a few. Salute the sunset with your favorite drink, including champagne, a full liquor bar, beer and wine all included in the price of your ticket! An option to upgrade to the Premium Bar (top shelf liquor) available at checkout or decide on the day!

Sunset Sail #1 on map

Live Music Sunset Sail

Sail catamaran with live music
• Famous Key West Sunset
• Enjoy Live Music
• State-of-the-art Catamaran
• Large Sunset Viewing Area
• Appetizers, Margaritas, Champagne
• Beer, Wine & sodas

Leave your worries behind and sail off into Key West’s famous sunset aboard a spacious state-of-the-art Catamaran. Dance along with  premier musicians on the unforgettable “Commotion on the Ocean” Sunset Sail while you enjoy frosty margaritas, cold beer, wine, champagne and delicious appetizers. Cozy up with that special someone, and let the melodic talents of Key West’s best musicians set the mood for a leisurely sail back to shore. One sunset sail and you’ll understand why celebrating the sunset on the water is what island paradise is all about.

Appetizers include:

•Shrimp cocktail with sauce
• Mojo seasoned chicken tenders
• Watermelon salad
• Smoked Fish Dip with crackers
• Fresh Vegetable Platter with Ranch & Hummus
• Margaritas, draft Yuengling & Bud Light, 3 different wines and Champagne

*food menu changed 5.1.24

Sunset Sail #3 on map

Champagne Sunset Sail! #4 on Map

•69′ Sail catamaran
• Sundeck and shaded lounge area
• Large selection of complimentary beer, champagne, sangria and soft drinks

Key West is known for its world famous sunsets. Make your Key West vacation complete with a sunset sail aboard a fast 69’ sail catamaran. With over 2,300 feet of deck space, there is plenty of room to stretch out and enjoy the breathtaking view.

Enjoy drinks throughout the tour with complimentary champagne, wine, sangria, chilled beers and soft drinks.

After leaving Key West’s Historic Seaport, sails are raised to provide you with a brisk, true sailing experience. During your Key West catamaran cruise, feel the wind in your hair and the ocean breeze caress your skin. Take in Key West landmarks like the Mallory Square Sunset celebration, Sunset Key and historic Fort Zachary Taylor.

As the sun starts its descent, your experienced captain carefully positions the vessel for the best view of Key West’s spectacular sunset. What a perfect ending to your day in paradise!

Sunset Sail #4 on map

Schooner America 2.0 #5 on map

Enjoy a unique, historical, and high-class schooner. This ship is a replica of the 1851 America’s Cup champion.

• Includes appetizers, beer, wine and champagne
• One of the smoothest sunset sailing trips around!

Many people visit Key West in the winter months just for the opportunity to sail aboard this majestic schooner! As a bucket list item for many a passenger to cross off their list, this ship is a faithful replica of an older sailing ship: the 1851 America’s Cup Champion!

Take in the vibrant colors of Key West’s famous sunset as you sip champagne, wine, or beer and nibble on delectable hors d’oeuvres. On this serene cruise, you will magically glide through the crystal clear surrounding waters.

The two-hour journey features complimentary champagne, wine, beer, soft drinks, and water. As previously mentioned, hors d’oeuvres are provided, including shrimp cocktails, a cheese plate, and delicious veggies! Sit back and relax while she plies effortlessly through the turquoise-green lower keys, cutting smoothly through crystalline waves. Gaze at the beautiful hues of one of the most beautiful sunsets in the world for the quintessential Key West Sunset experience!

Sunset Sail – Wines from around the world! #6 on Map

• Sailing on a schooner for sunset
• Up to 8 different varieties of wine
• Craft and domestic beers available
• Hors d’oeuvres complimenting the wines
• Top rated sunset sail
• 2 hours

Wind and Wine Sunset Sail

Danger’s Wind and Wine sunset sail features an array of fine wines and upscale beers from around the world, complemented by bountiful hors-d’oeuvres that will arouse your palate. All this while sailing under a cloud of canvas aboard our Historic Key West Schooners.

Coastal Living Magazine ranked Danger Charter’s Wind and Wine Sail one of the top two Sunset Sails in all of North America. Danger Charter’s Wind and Wine Cruise is unparalleled for folks who want an upscale, yet relaxed and intimate, sunset sail. Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors-d’oeuvres are also served, making the evening an unforgettable start to a great Key West night!

We provide:

• On our Sunset Sail the “Wind and Wine” we serve an array of cheese displays, summer sausage, caprese skewers, crudite, dark chocolate, imported and domestic beer, premium wines, sodas and bottled water.

Sunset Sail #6 on map

Appledore Schooner Champagne Sunset Sail

The perfect Key West sunset sail. Picture yourself on the deck of a romantic 2-masted schooner. Wind blowing in your hair, the tall ship sails into the sunset over the southernmost point of the U.S.

Soak in the sights while enjoying drinks and appetizers throughout your Key West sunset cruise. Included with your tour is champagne, boutique wine, home-made tropical sangria, ice cold premium beer and soft drinks. A chef’s selection of hors d’oeuvres and cocktail shrimp complete your perfect evening.

leaving the bustling Historic Seaport behind, the crew unfurls the sails. Satisfy your inner-sailor and help hoist the sails and take a turn at the wheel!

With the painted sky as an exquisite backdrop, your Key West sailing tour takes you past Mallory Square’s Sunset Celebration, Fort Zachary Taylor and other points of interest. During the sun’s fiery descent, your experienced captain maneuvers to the perfect position for your viewing pleasure. While day turns to night, continue enjoying drinks and appetizers as your sailing schooner returns to Key West.

A sunset sail Key West style will forever linger in your memories.

Sunset Sail and Dolphin Watch

• Large Sail catamaran
• Only 32 passengers
• Sundeck & shaded lounge area
• Large selection of complimentary beer, wine & soft drinks
• Appetizers including shrimp & cheese

An intimate dolphin watch and sunset cruise aboard a large sail catamaran with no more than 34 guests. It’s more like a private cruise than a tour and is one of the top things to do in Key West, perfect for the couple or family looking to stay away from the crowds.

A chef’s selection of Tapas is served during the sail, prepared daily by their own catering kitchen. Shrimp cocktail and tuna poke are the Chef’s signature dishes.

Choose your favorite drink, including boutique wines, champagne or beer, which are included in the cost of your tour.

With plenty of space aboard this large sail catamaran, you can sit in the shade or enjoy the sundeck and ocean breeze all while social distancing. This unique sunset sail and dolphin watch is one of our favorite new Key West experiences.

Cruise on a 45' Catamaran!

Sail catamaran with live music
• 2 hour cruise
• Includes fine wine, premium beer, prosecco and soft drinks
• Large sushi boat, meat and cheese platers and desserts
• Enjoy a large sundeck and shaded seating
• Complimentary free shuttle or free parking!

Snorkel & Sunset Combo

#7 on Map
• Snorkeling & Sunset Sail Combo
• Large Sail Catamaran
• Snorkel Gear & Instruction
• Sunset Sail with Music
• Complimentary Rum Punch, Beer, Wine, Soda & Water

Snorkel into Key West’s most popular attraction: the reef and crystal blue waters surrounding our island paradise. Your sailing adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Complimentary beer, wine and rum punch are served after snorkeling. Then, sail off into Key West’s famous sunset, through the surrounding islands and into the historic seaport.

Glassbottom Boat Tour

• Unique & Informative Eco-Tour
• Air-Conditioned Viewing Areas
• State-of-the-art Catamaran
• “Window to the Reef”
• Large Seated Sundeck

Explore dramatic underwater vistas generally reserved for scuba divers. A wide variety of fish and other sea creatures await you as you gaze into the underwater world of Key West. Along the way, the experienced captain and crew will provide a unique and informative eco-tour and point out some of the most interesting marine life that inhabits the waters that surround this incredible island. Key West’s Glass Bottom Boat offers passengers a smooth ride on our modern catamaran with a seated sun deck and an air-conditioned enclosed viewing area. Restrooms and snack bar are also available onboard.

Argo Navis Brunch Sail

About

Enjoy a relaxing Sunday morning 2 hour brunch sail on the Argo Navis, a 75 foot luxury catamaran sailing yacht in Key West. We’ve sourced the very best brunch fare from some of the favorite Key West hot spots to bring you an amazing al fresco foodie experience. Bottomless mimosas & bloody marys, premium wines & Florida craft beers, juices and Red Buoy Coffee.

We’ve chosen to let the sounds of nature, sails, and conversation be what we listen to on this wind driven vessel.

75′ of luxury and exceptional service make our brunch sails amazing

*All public sails on the Argo Navis are smoke free
*We are always dog friendly

What we serve

Featuring dishes from the top Key West restaurants.

What to bring

Your camera, sunglasses, a smile and a happy attitude is really all you’ll need. Don’t forget your sunscreen! Please have an ID if you plan to partake in adult beverages.

What to Wear

Our motto is ‘sail as you are’ so feel free to dress up or dress down – just kick those heels off at the gangplank. You may want a sweater or light jacket when the temperatures dip down to the 70s, but we always have blankets on board if you need one.

Argo Navis Sunset Sail