The Best Florida Keys Sunset Cruises

In the Florida Keys you can spend days on end relaxing on the beach, go on incredible snorkeling adventures, and much more. One of the very best things to do while in the Keys is to take a Florida Keys sunset cruise! That way, you can watch the sunset as you stare out over the beautiful shining water that surrounds these islands. 

Florida Keys sunset cruise

Fortunately, there are sunset cruises available in all parts of the Keys, meaning no matter what area you choose to make your home base during your getaway to south Florida, you’ll be able to find a cruise near you.                                        

Not sure where to begin your hunt for the perfect Florida Keys sunset cruise? Below we’ve created a list of our top picks, organized by location. We’re betting you can find the perfect option on this list!

Florida Keys Sunset Cruise

Lower Keys Sunset Cruise Picks

Finally, there are the options in the southernmost part of the Keys. There’s nothing quite like a Key West sunset, and Key West has a number of awesome sunset cruise tours, including dinner cruises, eco tours, and even snorkeling cruises.

Sunset Watersports – Key West Sunset Dinner Cruise

  • Departure location: Key West, FL
  • Child policy: All ages welcome
  • Food and drinks included? Dinner and open bar included.

Fine dining is always appreciated when on vacation. This is especially true when the delicious food comes with an incredible experience, which is why we highly recommend the Key West Sunset Dinner Cruise offered by Sunset Watersports. An amazing menu and open bar will keep you full and happy, and the spectacular sunset will provide you with plenty of entertainment on this lovely adventure. 

Learn more here!

Glass Bottom Boat Reef and Eco Tour

  • Departure location: Key West, FL
  • Child policy: All ages welcome
  • Food and drinks included? Water is available and included. 

Like the pick at the very top of this page, this Florida Keys sunset cruise takes you out on a glass-bottom boat, giving you a chance to peek under the water at the beauty below. Additionally, information is provided about the ecosystem of the area along the way, making for an even more interesting ride. Of course, a gorgeous sunset is the grand finale of this amazing tour. 

Learn more here!

Sunset Watersports – Triple Combo Snorkeling, Dolphin, and Sunset Cruise

  • Departure location: Key West, FL
  • Child policy: All ages welcome
  • Food and drinks included? Beer, water, and soft drinks are included. 

Want to do a little bit of several different things while out on the water? If so, the Sunset Watersports Triple Combo Snorkeling, Dolphin, and Sunset Cruise should be right up your alley. Not only will you get to go under the water to see the wildlife there, you’ll also get to marvel over the beauty of dolphins in their natural habitat. At the end of it all, you can finish your cruise with an awesome sunset. 

Learn more here!

Sunset Cycleboat Cruise

  • Departure location: Key West, FL
  • Child policy: Ages 21+ only
  • Food and drinks included? Water and ice are available and included. 

An unusual option that we absolutely adore, this sunset cycle boat cruise is a bit of a workout and a whole lot of fun. Not only will you get the opportunity to help propel the boat by pedaling, you’ll also be surrounded by fun-loving folks just like yourself as you watch the sun paint colors across the sky and water as it sets on the horizon. 

Learn more here!

Sunset Watersports – Sunset Snorkel Sail with Open Bar & Live Music

  • Departure location: Key West, FL
  • Child policy: All ages welcome
  • Food and drinks included? Open bar, soft drinks, water, and appetizers are included.

Lastly, we must mention this sunset snorkel sail with an open bar and live music offered by Sunset Watersports. This is another great option if you want a little bit of a lot of great things. Try some snorkeling before grabbing a drink and an appetizer and then dancing the night away to some awesome live music as the sun sets over the water. If that doesn’t sound magical, we don’t know what does. 

Learn more here!

Sunset cruise

Middle Keys Sunset Cruise Picks

If you find yourself halfway down the Keys, this is the section for you. These middle Keys sunset cruises leave from Marathon and other great locations, meaning you’ll have plenty to enjoy before and after your cruise as well.

Sailing Catamaran Sirius – Ocean Sailing Inc.

  • Departure location: Marathon, FL
  • Child policy: All ages welcome
  • Food and drinks included? No

Those looking to save a few bucks while still having an amazing sunset cruise experience should head over to Sailing Catamaran Sirius – Ocean Sailing Inc. This awesome boat tour company offers a sunset cruise at a very affordable per-person price. This is the ideal pick for a budget vacation for sure!

Learn more here!

Marathon Mermaid Charters

  • Departure location: Marathon, FL
  • Child policy: All ages welcome
  • Food and drinks included? Champagne included

Marathon Mermaid Charters is a super fun company that takes guests out in their unique boat, which the owners of the company built themselves. If that’s not enough to get you onboard, you should also know that the sunset sails offered by these folks include complimentary champagne and music, making the cruise experience a truly magical one. 

Learn more here!

Keys Boat Tours

  • Departure location: Ohio Key, FL
  • Child policy: All ages welcome
  • Food and drinks included? No, but you may bring your own. 

A favorite of many who visit Ohio Key, Keys Boat Tours is definitely an awesome company. While this company doesn’t officially offer a sunset cruise, they are happy to book customized private charters and can definitely take you out to watch the sunset over the water. Not only that, the captain is ordained and can perform wedding and memorial ceremonies at sea.

Learn more here!

Private Snorkeling and Sunset Adventure

  • Departure location: Marathon, FL
  • Child policy: Ages 3 and up welcome
  • Food and drinks included? No, but you may bring your own. 

Have you ever wanted to try your hand at snorkeling? Why not get two awesome experiences for the price of one by booking this amazing private snorkeling and sunset cruise? Spend some time checking out the amazing fish and other animals that live in the ocean surrounding the Keys before admiring a gorgeous sunset.

Learn more here!

Florida Keys sunset

Upper Keys Sunset Cruise Picks

Let’s begin in the northern part of the Keys. The cruises below are in popular areas such as Key Largo, and are the perfect way to experience a Florida sunset without needing to venture to the bottom of the Keys.

Key Largo Princess Glass Bottom Boat

  • Departure location: Key Largo, FL
  • Child policy: All ages welcome
  • Food and drinks included? Available onboard, but not included.

The sunset tour offered by Key Largo Princess is extra neat because guests ride in a glass-bottom boat. This means you can see all the plants and animals below the water’s surface as you ride out to view the setting sun. This can be especially cool in the late evening, as you might get an opportunity to see animals that are not typically out during the daytime hours. 

Learn more here!

Pirate’s Choice Cruises

  • Departure location: Key Largo, FL
  • Child policy: All ages welcome
  • Food and drinks included? No, but you may bring your own. 

Pirate’s Choice Cruises is a fun company that gives guests the chance to be pirates for a few hours. Their sunset cruises take you out on their unique “pirate ship” to view the gorgeous sunsets that so many pirates before you once enjoyed. Sit back and relax as your captain gives you a tour of the crystal waters of the Keys, matey!

Learn more here!

A Family Fun Boat Tour Company

  • Departure location: Islamorada, FL
  • Child policy: All ages welcome
  • Food and drinks included? No

Looking for a Florida Keys sunset cruise that is made for families? Look no further than A Family Fun Boat Tour Company. As the name suggests, this company is all about creating experiences for all ages, and their sunset cruises are neat because they can be customized to include sandbar stops, snorkeling, and departure times that work best for you.

Learn more here!

AquaBlue Adventures Boat Charter

  • Departure location: Islamorada, FL
  • Child policy: All ages welcome
  • Food and drinks included? No

AquaBlue Adventures Boat charter is another great option in the upper keys. Once again, this company gives guests the opportunity to customize a lot about their sunset tour. One of the coolest offerings they have is the ability to choose the type of boat you prefer. Options include a boat, a yacht, or even a party barge for those with large groups. 

Learn more here!

Clearly, there is something for everyone when it comes to Florida Keys sunset cruises. Hopefully we’ve helped you find the perfect option for your next trip to southern Florida, so you can fully appreciate those sunsets everyone loves so much. Make sure to pack a camera so you can try to capture a little bit of that beauty to take home with you!

Looking at going on a Florida Keys sunset cruise? Great choice! There are tons of amazing sunset cruise options. Check out our top picks.


DISCLOSURE: This post may contain affiliate links, meaning I get a commission if you decide to make a purchase through my links, at no cost to you. Please read my disclosure for more info.