Last Updated on March 31, 2024
Located at the southernmost point in the United States, Key West is a beautiful area, filled with nightlife, sandy beaches, and unforgettable sunsets.
One of the best ways to watch the sun go down is by actually getting out on the water, rather than heading to popular places such as Mallory Square.
Taking a sunset cruise in Key West, Florida allows you to avoid some of those crowds, see a spectacular sunset with a new perspective, and enjoy the cooling breezes off of the ocean.
Here are 9 of the best options for cruises to watch the sun go down in Key West.
Don’t Have Time To Read The Full Article? Book The Sunset Tiki Boat Tour In Key West with a 5⭐️rating
Best Sunset Cruises in Key West!
Photo credit – Tiki Boat Adventures
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
Hop on board this custom-built floating tiki bar and experience the famous Florida Keys sunsets in a more personal way.
With a maximum of 6 people per boat, you’ll be able to spend time with your family, friends, or partner as you cruise around the harbor, admiring the setting sun.
Bring your own snacks and drinks to enjoy as you cruise around, as cups, ice, and a blender are provided on the boat.
The captain and crew will let you in on some local knowledge of the area as well as tell you where popular landmarks are and watch for wildlife in their natural habitat.
Billy_M ⭐️⭐️⭐️⭐️⭐️
Photo credit – Barefoot Billy’s
Tour Rating: 4.5 Stars ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
This beautiful sunset and dinner cruise allows you to escape the crowds that are often found on land for a cruise around the waters of Key West.
The fun begins as soon as you’re on board with drinks including soda, bottled water, and alcoholic beverages, as well as sushi platters and other hors d’oeuvres.
While you enjoy your snacks and drinks, watch the famous Key West sunset beyond the horizon and check out some of the landmarks on shore including the Key West Lighthouse and Mallory Square.
Whether you’re visiting with family or are taking a special someone out on a cruise, this option will surely be enjoyable for anyone.
Beautiful sunset, great group of people, outstanding captain and mate! Plenty of food and drink A must for anyone visiting Key West
Tim_H
✅ What’s Included With This Cruise?
- Alcoholic beverages, soda, and water
- On-board restroom
- Sushi platters and other various snacks
- Pass-bys of popular landmarks
Photo credit – Native Sun Private Charters
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
This 2-hour private charter cruise gives you and your group the chance to experience part of Key West that not many others get to see.
With the chance to escape from the crowds and spend time with just your friends or family as you watch the sunset over the horizon as the colors fill the expansive Florida sky.
Enjoy the provided soda and snacks or take a bit of time to cast a line and see what kind of fish you can catch.
Your captain will sail you over the tropical waters and into a calm area, filled with lush mangroves, where you’ll have many photo opportunities.
Our private sunset tour was amazing and relaxing! Captain Tim talked about the history of the area before taking us to see mangroves. The kids had an amazing time out in the open ocean before heading back and watching a beautiful sunset! Highly recommend!
nellyholland
✅ What’s Included With This Cruise?
- Private 2-hour guided sunset tour
- Soda and bottled water
- Snacks
- Use of fishing gear
- Photo opportunities in lush mangrove forests
Photo credit – Schooner Jolly II Rover
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
This unique tour will be unlike anything you’ve ever done before and will have those on shore wishing they had booked this sunset cruise in Key West!
Hop aboard this famous pirate-ship-like sailboat that has become one of the most photographed ships in the Key West area.
The boat has been nicknamed ‘Red Sails in the Sunset,’ and guests may even have the opportunity to help shoot the cannons on board or raise the sails.
You’ll sail around the ocean, looking in on some of the most popular landmarks on shore, including the historic seaport, Mallory Square, and Zachary Taylor State Park.
You’ll also be provided with some snacks to munch on as you cruise, as well as bottled water.
We had the best time in our sunset cruise! The boat was amazing and the staff was so friendly!!! I wish we could go again!!
Karmella_F
✅ What’s Included With This Cruise?
- 2-hour sunset sail on a pirate-ship-like boat
- Snacks
- Bottled water, cups, and ice
- A unique experience
Photo credit – Sunshine Charters
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
If you’re looking for a great way to spend some time with your family or significant other when on a vacation to Florida, this private sunset boat tour will be perfect for you.
This personalized experience gives you the opportunity to enjoy watching the sunset on the ocean without the crowds you’ll find on the shore.
Your captain will bring you on a tour of the Key West Harbor and Sunset Key while they teach you about the history of the area.
Because it’s a private cruise, you’ll have the opportunity to see the best views of the shore and a beautiful sunset, which Key West is well known for.
Here is what a past guest said about this tour:
Captain Rick very friendly Super clean boat My wife and I enjoyed every minute of the cruise Provide well well-explained description of surroundings Highly recommended
Jacques_P
✅ What’s Included With This Cruise?
- Water and ice
- Sunscreen
- Private, personalized sunset cruise
- Information about the area from your guide
Photo credit – Sebago Key West
Tour Rating: 4.5 Stars ⭐️⭐️⭐️⭐️ Length: 1.5 Hours Check Rates Here
Enjoy this 2-hour cruise on a luxury catamaran as you glide over the clear, emerald waters of the Gulf of Mexico.
As you sail around the ocean, grab yourself a glass of complimentary champagne, premium beers, fine wines, or a cocktail from the cash bar that’s available on board.
The knowledgeable captain will give you some local guidance on where the best places to watch the sunset are and take you away from where the crowds gather.
Although there will be many other groups on the cruise, there will be plenty of room to wander around and enjoy yourself.
Very nice crew. Everything was very nice. A must see while your at Key West. The champagne was good. Also had Landshark and Shock Top on tap. Thanks to all!!
Alethia_C
✅ What’s Included With This Cruise?
- 2-hour sunset cruise on a large catamaran
- Variety of different wines, champagne, sangria, and beers
- Soda and water
- Cash bar with cocktails available
- Knowledgable captain leading you to the best views
Photo Credit- Floridays/Fish Monster
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 1.5 Hours Check Rates Here
Hop aboard this beautiful sailboat and sail along the coast to experience a spectacular Key West sunset, on this award-winning cruise.
You’ll have the opportunity to watch the Mallory Square Sunset Celebration from the water, without having to deal with the crowds.
Enjoy a few drinks, including soft drinks, water, or alcoholic beverages as the crew brings you to some of the best places in the area to view the sunset.
You’ll get to experience one of the best sunset sail experiences in Key West with great vantage points and plenty of room for all aboard.
This was a beautiful sunset tour! The staff was very attentive, she made sure to refill our drinks the entire time. The weather was amazing. And the scenery/views were gorgeous. Was a relaxing ride. Prefer a sailboat over the catamaran, because it doesn’t have the fumes and the loud noise from the motor. Loved the vibes !
✅ What’s Included With This Cruise?
- Alcoholic beverages
- Soda and bottled water
- Tour passing by famous landmarks
- Uncrowded tour with attentive crew members
Photo credit – Classic Harbor Line
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
This boat will surely give you a unique experience, as you’ll get to set sail on a replica of the 1851 Schooner America.
Sit back in the comfortable seating and view some of the city’s top sights including the Sand Key Lighthouse, Mallory Square, and more, from the water.
Grab some of the complimentary drinks including craft beer and wine, while you cruise along the turquoise blue water of this unique Key West sightseeing trip.
Watch for wildlife in their natural habitat or coral reefs as you watch the sun set beyond the horizon.
Whether it’s for a special occasion or just for fun, this cruise along the Atlantic Ocean will be an amazing experience.
We’ve been coming to Key West for 35+ years. We’ve sailed on many sunset cruises. The Schooner is by far the best. The crew is a fantastic, very attentive, and enjoyable experience. A must-do when you’re in Key West!
Richard_L
- Alcoholic beverages including beer, wine, and champagne
- Non-alcoholic drinks
- Complimentary hors d’oeuvres
- Cruise on a replica of the historic Schooner America
Photo credit – Blue Moon Kayak Key West
Tour Rating: 5 Stars ⭐️ ⭐️⭐️⭐️⭐️ Length: 2 Hours Check Rates Here
Different from all of the other sunset cruises in Key West on this list, this kayaking tour will provide you with a whole new best experience.
Whether you’re brand new to kayaking or have done it your whole life, this guided tour will be perfect for you.
Hop aboard the provided kayaks and leisurely ride off into the ocean and watch the sun go down.
Since this is a private tour, you’ll have personalized attention from your guide, who will help you capture some great photos to remember this experience.
Here’s what a past guest had to say about this tour:
The sunset was amazing, and sitting in a kayak surounding by nature beats standing in a crowd to watch it any day!
Sherri_I
- Bottled water
- Kayak equipment including life jackets and paddles
- Private tour with an attentive guide
- Personalized experience with just your group
What Should I Wear On A Sunset Cruise?
Typically, there isn’t a specific dress code for a sunset cruise, but you can always call the specific tour company to be sure.
If there is no dress code, you could dress up, or you could go with something as simple as what you wear on a daily basis.
It’s also recommended to bring a light sweatshirt in case it gets cold after the sun goes down, as well as sunscreen for when the sun is still up.
What Should I Bring On A Key West Sunset Tour?
All of the tours on this list will provide almost everything you need, but there are a few additional things to pack.
Always remember your sunscreen to help protect your skin from the hot Florida sun.
On top of the sunscreen, you’ll also want sunglasses and a sun hat to keep the sun out of your face. Lastly, bring a water bottle to keep yourself hydrated throughout the tour.
Here are more essentials for your trip!
Never hit the water without your sunscreen. You’ll want at least SPF 30 to protect from the Florida sun.
Sun Bum Sun Screen
If you’re planning a boat cruise, quick drying beach towels are an essential item to pack. Unlike regular towels, quick drying beach towels are made from materials that dry quickly, meaning you won’t have to worry about them getting wet and heavy as the day goes on.
Quick Drying Beach Towel
Keep your phone dry and take beautiful pictures under water with a waterproof phone case.
Waterproof Phone Case
Final Thoughts: Key West Sunset Cruises
While there are many places on land to watch the sun go down, one of the best thing and ways to do it is to get out on the water.
This gives you an opportunity to sit back and relax as you watch the colors fill the sky without crowds.
West sunset cruises are the perfect way to end the day during a Key West vacation in Florida.
You may be interested in these related articles:
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7 Best Key West Private Boat Charters In 2023!
The Best Key West Bike Tours & Rentals In 2023!
11 Best Key West Adults-Only Hotels In 2023!
Key West Parasailing – 5 Best Tours In 2023!
The Best Shark Tour In Key West For 2023!
Key West Kayaking Tours – 7 Highest Rated In 2023!
Key West Snorkeling Tours – 12 Highest Rated In 2023!
9 Highest Rated Sunset Cruises In Key West!
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Booking a last-minute trip to Key West?
If so, we have you covered. Here are some top recommended hotels and accommodations!
Top Hotels In Key West
Douglas House – (Budget Inn Perfect For Couples)
The Capitana Key West – (Top Rated Luxury Hotel)
Hampton Inn Key West FL – (Best Rated Key West Beachfront Hotel)
Simonton Court Historic Inn & Cottages – (Top-Rated Cotatge In Downtown Key West)
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