The Best Florida Keys Sunset Cruises

One of the top things to do in Key West or on a Florida Keys Road Trip is to go on a Florida Keys sunset cruise. Being out on the water in the Keys is a must do and a sunset cruise is an awesome way to end your day!

Florida Keys sunset cruise east coast road trip

So after relaxing on the gorgeous Florida Keys beaches, taking a snorkeling adventure, or kayaking in the Florida Keys end the day with a beautiful sunset cruise.

There are sunset cruises available in all parts of the Keys from the upper Keys to the lower Keys. Below we break out the Keys based on these locations to help you pick the right one for your trip.      

Lower Keys Sunset Cruise Picks                            

Sail boat with the sunset in the background.

There’s nothing quite like a Key West sunset, and Key West has a number of awesome Key West 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 about the Key West Sunset Dinner Cruise 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 about the Glass Bottom Boat Reed and Eco Tour 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 about the Triple Combo trip 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 about the Sunset Cycleboat Cruise 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 about this option here!

Fury Commotion of the Ocean

Departure location: Key West, FL
Child policy: All ages welcome
Food and drinks included? Seasonal Appetizers and Snacks

On the Commotion of the Ocean, you will enjoy music while being served ice-cold beverages including champagne, draft beer, wine, and non-alcoholic drinks. Eat, drink and party the night away as you see one of the best sunsets ever!

Learn more about Fury Commotion of the Ocean here!

Shows a woman looking at the Sunset  on a 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! Experience the great sailing experience aboard this catamaran.

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 on this snorkel trip checking out the amazing fish and other animals that live in the ocean surrounding the Keys before admiring a gorgeous sunset.

Learn more here!

Picture of a Florida Keys Sunset Cruise

Upper Keys Sunset Cruise Picks

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 and dolphin watch 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!

Where to Stay

Hotels

Hampton Inn Key West enjoy a view of the ocean at this beachside hotel. Free continental breakfast and an on-site restaurant are just 2 of the many amenities offered at this family-friendly hotel.

Hyatt Centric Key West Resort & Spa This resort is located in the heart of Key West. Walking distance to many shops, restaurants, and other attractions.

Vacation Rentals

Beach Paradise in the Keys This great townhome is in the perfect location in the Keys, just 2 blocks from the iconic Duval Street. This home can sleep 8 and is filled with modern amenities.

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.

When visiting Key West be sure you don’t miss the world famous Mallory Square sunset celebration too!

Make sure to pack a camera so you can try to capture a little bit of that beauty to take home with you! You will love your sunset cruises Key West!

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


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