Best Sunset Cruise Key West (+ Best Sunset Spots In Town)

Looking for the best sunset cruise in Key West? Each comes with unlimited drinks and appetizers, as well the best sunset spots in town!

The perfect way to experience the Key West sunset is to sail off into the ocean on a sunset cruise.

Far away from the hustle and bustle of the crowds, you can truly appreciate the beauty of the setting sun as it disappears into the Atlantic.

There is an array of different Key West sunset cruises to choose from, which can make picking the best cruise near impossible.

So to help make your decision easier, we’ve rounded up the best three.

Each one is unique, so whether you’re after a party on the waves, or a more romantic, intimate evening, there’s a sunset cruise for everyone. 

Sebago Watersports Key West Sunset Sail 

With Key West Sunset sail, you can watch the evening sunset away from the Key West crowds. Spend two hours sailing the seas on their catamaran sailing cruise, whilst enjoying some delightfully fresh appetizers and drinks from their full bar. 

Sailing on a 70’ sailing boat means that you’ll be taking a smooth ride around Key West’s historic port, as the captain sets course for the best possible sunset views.

As you take in the epic sunset, watch out for the “green flash” that occurs when the sun hits the water. As the night pours in, there’s plenty of room on the deck for you to get a glimpse of the first stars that appear above the Florida keys. 

Key West Sunset tail now features live music from local Key West musicians, which means that you can enjoy music from live bands as you watch the sun disappear. 

During summer time you can also book dolphin watch sunset sails. 

What You Need to Know

• Cruise lasts 2 hours 
• Tickets can be purchased via mobile with instant confirmation 
• Cancellation policy offers a full refund if cancelled at least 24 hours before the start date of the experience 

Highlights

• Magical sunset view away from the Key West crowds
• Sip on sparkling wine, sangria, and beer, or enjoy a drink of your choice from the full liquor bar
• New addition of live music from local musicians 
• Enjoy their gourmet appetizers, which includes their signature peel-and-eat shrimp 

Further Information

• You must arrive at least 30 minutes prior to departure
• Minimum drinking age is 21 
• Not wheelchair accessible 
• Maximum of 80 travellers allowed in one booking 
• Tour is dependent on weather conditions, if it is cancelled you will be offered a new date, or you will be given a full refund 

Departure/Return Details 

• 205 Elizabeth St, Key West, FL 33040 
• Office is located on Lazy Way Lane between Schooner Wharf and Conch Republic

Fury Water Adventures Key West Sunset Cruise 

Have an unforgettable evening with Fury Water Adventures as you hop on board their boat to enjoy the setting sun. Known for being a party cruise, once aboard feel free to take advantage of the unlimited Champagne, wine, beer, and margaritas from the bar. As you sail further out into the ocean, enjoy live music from local artists as you dance all night long. Alternatively, just sit back and relax as you take in the view. As well as unlimited drinks, you can also snack on the unlimited appetizers that are available at the buffet. 

Whilst at sea, keep your eyes peeled for wildlife as you may come across a pod of dolphins gliding through the waters. As the sun sets, snap some pictures to capture your experience. 

At the end of the two hours, you will return to the original meeting point. Luckily, it’s within walking distance of some of the best restaurants and bars in Key West. 

What You Need to Know 

• Cruise lasts 2 hours
• Confirmation will be received at the time of booking
• Guests who are 16 or above must bring a form of government issued photographic ID
• Full refund available for cancellations made 24 hours in advance 

Highlights

• Stunning views of the Key West sunset away from the hustle and bustle of the crowds
• Unlimited drinks including beer, wine, Champagne and Margaritas 
• Unlimited appetizers which are conch fritters, fresh vegetable platter with hummus and ranch, smoked fish dip with pita chips, assorted cheese platter, and southwestern rolls with dipping sauce 
• Live music from local musicians 

Further Information 

• Minimum drinking age is 21 
• Not wheelchair accessible 
• Special dietary requests will not be accommodated for 
• Guest under 18 must have a parent or guardian present at check in 
• Maximum of 120 guests allowed on one cruise 
• Cruise is dependent on good weather, if it is cancelled you will be offered a new date, or a full refund 
• You must arrive at least 30 minutes before departure for check in 

Departure/Return Details 

• 631 Greene St, Key West, FL 33040 

Schooner Appledore Key West Premium Sunset Sail 

This sunset cruise sets off from Key West’s historic seaport for a two hour boat ride that you’ll never forget. Hop aboard their classic schooner, and get ready to set sail. You can even help the crew hoist the sails or turn the wheel if you’d like, which is a pretty sweet experience. Their tall ship was hand-built in the same way that schooners of the 1700s were, and their ‘86 windjammer has sailed all over the globe. 

As you glide through the water, take in the beauty of the setting sun, as you sip on unlimited drinks, both alcoholic and non-alcoholic. You can also enjoy a hors d’oeuvres platter to snack on as you wait for the sunset. As the sun begins its descent into the ocean, the captain will position the boat to maximise your views. 

What You Need to Know 

• Cruise lasts 2 hours 
• Mobile tickets will be accepted, and confirmation will be given instantly 
• A full refund will be issued if cancellation is made at least 24 hours before the start date of the experience
• Valid photographic ID is required 

Highlights 

• Stunning scenery for sunset views 
• Help the crew hoist the sails or turn the wheel 
• Unlimited free drinks such as water, soda, beer, wine, and cocktails 
• Unlimited hors d’oeuvres 

Further Information: 

• You must arrive at least 30 minutes prior to departure
• Minimum drinking age is 21 
• Children must be accompanied by an adult 
• Not wheelchair accessible 
• Maximum of 22 travellers per trip for a more intimate experience 
• Cruise is dependent on weather, if cancelled you will be offered an alternative date, or a full refund
  

Departure/Return Details 

• 205 Elizabeth St, Key West, FL 33040 

Final Thoughts

As there are a multitude of different sunset cruises to choose in Key West, we hope this guide has helped you find the perfect one for you.

Each of these tours includes unlimited drinks and appetizers, which definitely make them worth the money.

On top of that, you get to experience one of nature’s most beautiful things: the sunset! The captains and crews of these tours know the right spots for you to take the most mesmerising pictures, and enjoy an evening you’ll never forget.