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9 Sunset Cruises In Key West You’ll Definitely Love

sunset cruises in key west

Ah, sunset cruises in Key West – a quintessential experience! Picture yourself aboard a boat, gently sailing on the calm waters, surrounded by the warm hues of the setting sun. The sky transforms into a canvas of vibrant oranges, pinks, and purples, creating a breathtaking spectacle.

Key West, with its laid-back charm and beautiful waters, provides the perfect backdrop for such an experience. Some sunset cruises even offer a touch of luxury, providing drinks and snacks as you enjoy the stunning panorama. Have you been on a Key West sunset cruise before, or is it something you’re considering?

Here are 9 sunset cruises you should hop on!

1. Key West Sunset Cruise Combo Packages from Fury Water Adventures

Fury’s Sunset Combo Trip packages offer a variety of options so that everyone can enjoy something. Fury’s Champagne Sunset Cruise, which takes place on a roomy 45-foot power catamaran, provides guests with a serene oceanfront backdrop for the renowned Key West sunset.

Admire the breathtaking sunset while cruising Key West’s tropical waters with a pleasant sea wind. You can choose from the combo trip packages below, customized by Fury Water Adventures:

  • Key West Champagne Sunset Cruise
  • Commotion On The Ocean
  • Double Dip Snorkel Sunset Cruise Combo
  • Dolphin Watch Sunset Cruise Combo
  • Island Adventure Sunset Cruise Combo
  • Rum & Reggae
  • Glass Bottom Boat & Sunset Cruise Combo


After taking a Key West Sunset Cruise on the Fury, you’ll see why this island paradise is all about enjoying the sunset on the water.

Departure Point: Corner of Greene St. and Elizabeth St. next to The Conch Republic Seafood Company

2. Key West Sunset Cruise by Sunset Watersports

Take in the world-famous Key West sunset from the best spot on the water on a cutting-edge catamaran from Sunset Watersports. Sail a romantic boat with your significant other, explore the world’s second-largest barrier reef, swim with tropical fish, and much more! 

The Taste of the Tropics buffet is served during the dinner and dance sunset cruise. You may also enjoy partying on the dance floor and watching the sunset from their spacious upper deck. Sail away and discover Key West’s stunning waterways!

You can choose from the sunset cruise packages below:

  • Sunset Sip & Sail
  • Sunset Dinner Cruise
  • Dolphin, Snorkel, and Sunset Combo
  • Sunset Reef Snorkel


Departure Point: 201 William St Key West, FL 33040

Discover hidden-gem beaches,  explore the Florida Keys food scene, find the perfect accommodation, experience the Keys’ stunning waters, and much more.

3. Sunset Sails by Sebago Watersports

Since the sun sets everywhere, you might wonder what makes a Key West sunset unique. You can get the answer to that question by going through it yourself. With a drink in hand, the deck of a Sebago ship is the ideal spot to watch the sunset in Key West. 

Every evening at sundown, Sebago sails past Mallory Square, where the visitors can greet the people gathering on the quay and enjoy performances by jugglers, musicians, and other entertainers. Then, you sail into the twilight, heading for wide waters. 

Sebago’s skilled captains skillfully navigate their ship to give their guests a breathtaking view as the orange sun sets and casts its reflection on the turquoise sea. Sebago provides historical schooners, combined snorkel experiences, and a range of sunset catamaran tours. There’s bound to be one that fits your schedule and interests from the cruise trips below:

  • Land’s End Sunset Sail
  • Captain’s Choice Dolphin Watch and Sunset Sail
  • Catamaran Champagne Sunset Sail
  • Schooner Champagne Sunset Sail
  • Key West Lighted Boat Parade – Catamaran Sailing


Departure Point: 205 Elizabeth Street.  Key West, FL 33040

4. Key West Sunset Harbor Cruise by Barefoot Billy’s

Searching for the ideal way to round off the day? Come along for a leisurely, catered voyage into the horizon on Key West’s calm waters aboard the 42-foot Corinthian powercat, Seabreeze. 

Your sunset cruise will take you on an exclusive route away from the throng of boats leaving downtown Key West, departing from the Garrison Bight Marina. This unique cruise offers a laid-back path across Key West Harbor and the Gulf of Mexico, making it an ideal way to start the evening, celebrate a special occasion, or end your trip. 

Look for the Southernmost Point buoy, which marks the southernmost point in the United States and is the main draw for visitors to Key West. You’ll also cruise by Fort Zachary Taylor, which was built during the American Civil War, and the historic navigation point that indicates the path to Cuba.

Thanks to her generous bench seating along the deck, there is more than enough space for everyone on board the Seabreeze. It also has a complete marine head (bathroom).

Locally owned and managed restaurants usually provide fresh sushi, Thai appetizers, charcuterie platters (meats and cheeses), and French desserts on this cruise. Barefoot Billy’s also serves a wide assortment of great wine, premium beer, Prosecco, and soft drinks as refreshments.

Departure Point: Garrison Bight Marina 719 Palm Ave, Key West, FL 33040

5. Schooner Sunset Sail by Classic Harbor Line

Key West is known for beautiful sunsets, and being on board the opulent Schooner America 2.0 is the best way to witness this breathtaking sight. Sail smoothly with a complimentary glass of champagne and feel the breeze in your hair for an unforgettable Key West sunset cruise by Classic Harbor Line.  

Schooner America 2.0 offers one of the best sunset sails that Key West has to offer, thanks to her expertise, skilled crew, and cozy, roomy seating! As you watch the sunset on this boat excursion, there’s even a chance you can catch a glimpse of the “green flash.” 

A Key West sunset sail on Schooner America 2.0 is unforgettable and the most serene and romantic sail you can experience. You can choose from the variety of trips below:

  • Key West Sunset Sail on Schooner America 2.0
  • Champagne Sunset Valentine’s Day Sail
  • Full Moon Sail Aboard Schooner America 2.0


Departure Point: Schooner Wharf Bar – 202 William St. Key West, FL 33040

6. Key West Cocktail Cruise

This isn’t your typical leisure sunset cruise around Key West. The Key West Cocktail Cruise serves craft beer, good wine, and, of course, craft cocktails. They offer the classics and some original creations that are handmade and expertly prepared.

The 47-foot catamaran, the M/V GOOD TIMES, has all the amenities of a contemporary marine vehicle, including cozy custom-padded seating. With features like cutting-edge audio and visuals and a spacious Marine Head, sometimes known as the “toilet,” your voyage will surely rank among the most delightful and unforgettable experiences of your trip!

Savor some upbeat island music options, breathtaking sunsets, and an incredible crew—all of which combine to make for the ideal evening on the sea. Their craft beer assortment highlights national favorites and the fantastic and rapidly expanding South Florida craft brewery scene.  Regular offerings include Shipyard, Funky Buddha Brewing, Full Sail Brewery, and Islamorada Brewing Company!

If wine is more to your taste, they have a delectable selection of fine wines from around the globe that will please even the pickiest palates. Selections include Pino Grigio, Chardonnay, Moscato, Torrettes, Pino Noir, Cabernet Sauvignon, and Red Blends, which are rotated regularly. 

Departure Point: Garrison Bight Marina – 711 Eisenhower Drive, Slip #7, Key West, Florida 33040

7. Florida Keys Sunset Cruises by Key West Charter Boat

One of the most fun things to do in the Florida Keys is take a sunset cruise from Key West. You’re in for a great treat from Mother Nature herself, whether you’re chartering your own private yacht or partying it up on a big party boat with your friends!

What you want from a sunset cruise in Key West beyond just a breathtaking sky will determine which option is best for you. A dinner? Dancing? Snorkeling? There are a ton of public and private cruise options to choose from.

  • Key West Dinner Cruises & More
  • Key West Sunset Cruise Activities
  • Private Key West Sunset Cruises & Events


During a champagne sunset cruise, you will set sail on a cutting-edge catamaran and witness the sunset, just as it has been doing for billions of years. Take a seat, unwind, and take in the breathtaking scenery. Free champagne, wine, beer, and margaritas are served on these all-inclusive cruises, along with various delectable snacks. Some cruises also provide a cash bar for those who would rather have a specialty cocktail along with their sailing experience.

Key West Charter Boat can assist you in selecting the ideal sunset cruise with their extensive local knowledge of the Lower Keys.

Departure Point: Key West Charter Boat, 3200 Harriet Ave, Key West, FL 33040

8. Catamaran Champagne Sunset Sail by Best on Key West

champagne sunset cruises in key west

The Best on Key West Catamaran Champagne Sunset tour is the best way to end the day. Their largest catamaran, the massive 69-foot Marquesa, has ample space for all guests to unwind. For your comfort and to guarantee that you always have an amazing view, the tour is limited considerably below Marquesa’s maximum capacity of 125 passengers. Sail smoothly over the stunning tropical waters while you spend a romantic evening relaxing on the deck, unwinding with your family, and recapitulating the day’s events.

Remember to pack your camera since you’ll be treated to picture-perfect water vistas as you leave the Historic Seaport. See the entertainment for the masses every evening at Mallory Square Dock’s Sunset Celebration, and keep an eye out for the Navy Mole, where cruise liners, Navy, and Coast Guard vessels dock. The Marquesa is also ideal for seeing Fort Zachary Taylor’s silhouette against the sunset-tinged sky. 

There’s more to see on the way back to the harbor once the sun sets. Savor the moonlight as the stars emerge, illuminating the ocean and catching the reflection of your champagne glass.

Departure Point: Key West Historic Seaport – 201 William St, Key West, FL 33040, United States

9. Tiki Bar Sunset Cruise by Cruisin' Tikis Key West​

Why go bar hopping when you can hop on a bar? That’s the tagline of Cruisin’ Tikis Key West​

Take in the sunset during a 120-minute tiki sunset cruise without the crowds on their cruisin’ tikis. Take in the sunset in true tiki fashion while gliding through the azure blue seas of the Keys in small groups, with loved ones, or just the two of you on a romantic getaway. 

You’ll sail around Mallory Square, Sunset Pier, and the Historic Seaport before arriving at the breathtaking Key West Sunset. You can bring meals, snacks, and alcoholic beverages on all cruises. They provide Bluetooth radios to play your favorite music, USCG-certified captains, and coolers filled with ice, water, soda, and cups.

Aside from the regular sunset cruise, there’s also the Makai Sunset Cruise, which departs from Schooner’s Wharf Dock – 202 William Street, Key West, FL 33040. And the Hurricane Sunset Cruise departs from Hurricane Hole on Stock Island, 5130 Overseas Highway, ​Key West, FL 33040.

Departure Point: Mac’s Place Dock, ​1605 N. Roosevelt Blvd., ​Key West, FL 33040

Feel The Sun’s Warmth With Sunset Cruises In Key West

Dramatic sunsets have mesmerized guests throughout Key West’s history. Seeing the sunset has become an essential aspect of daily existence for the people of Key West – locals and tourists alike. With Mallory Square’s Sunset Celebration, which has become a major attraction in Key West, Key West is the only place to elevate sunset gazing to an art form. 

Free spirits began gathering every night on the working docks in Mallory Square in the late 1960s when sunset watching as an organized event first took shape. Mallory Square has long been an important hub on the island, serving as a pirate rendezvous, a merchant ship dock, and now a venue for evening festivities.

With expansive views of the sun setting into tropical waters, sunset cruises are a luxury experience unique to Key West. The best way to enjoy them is with delicious cuisine and refreshing beverages!

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Looking for available boat rentals in the Florida Keys? You can hire boats all around the Florida Keys, from Key Largo to Key West.

Sunset Cruises In Key West FAQs

A sunset cruise is a leisurely boat excursion specifically timed to coincide with the setting sun. It’s not just a journey on the water; it’s a carefully curated experience designed for passengers to witness and appreciate the beauty of a sunset over the horizon.

Key West sunsets are renowned for their breathtaking colors and the unique way they illuminate the sky and reflect off the waters of the Gulf of Mexico. The warm climate and clear skies of Key West create a perfect setting for a stunning sunset, making it a truly magical and romantic experience.

The duration of a Key West sunset cruise can vary, but they typically last around 1.5 to 2 hours. This timeframe allows passengers to enjoy the changing colors of the sky as the sun sets and to fully savor the experience.

While a sunset cruise itself is a fantastic way to enjoy the sunset, Mallory Square in Key West is renowned as a prime spot for sunset watching. The waterfront location provides unobstructed views, and it’s often bustling with street performers and vendors, creating a lively atmosphere.

Dress comfortably and consider the weather. Light, breathable fabrics are ideal for the warm Florida climate. Don’t forget sunscreen, sunglasses, and maybe a light jacket for the cooler evening breeze on the water.

Tipping etiquette can vary, but a standard practice is to tip around 15-20% of the total cost. If the crew provided exceptional service or went above and beyond, feel free to adjust the tip accordingly. It’s a gesture of appreciation for the crew’s effort in making your sunset cruise memorable.

Author: Janelle

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