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Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar
1473
Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...
Read More
2 hours Free Cancellation Instant Confirmation
Best Rate
$74.95
Details
Best Rate
$74.95
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Wind & Wine Sunset Sail
154
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Destinations three years running....
Read More
2 Hours (approx.) Free Cancellation Instant Confirmation
~~$109~~
$99
Details
~~$109~~
$99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
105
Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
Read More
2 Hours (approx.) Hotel pickup offered Free Cancellation Instant Confirmation
~~$99~~
$89
Details
~~$99~~
$89
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Champagne Catamaran Cruise
299
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy...
Read More
90 minutes (approx.) Free Cancellation Instant Confirmation
Best Rate
$49.95
Details
Best Rate
$49.95
Details
Likely to Sell Out
Key West Sunset Dinner Cruise with Tropical Buffet Dinner
738
Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....
Read More
2 hours Free Cancellation Instant Confirmation
from
$92.95
Details
from
$92.95
Details
Key West Schooner Sunset Sail with Hors D'oeuvres and Full Bar
631
Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...
Read More
2 hours Free Cancellation Instant Confirmation
Best Rate
$99.95
Details
Best Rate
$99.95
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Sunset Sail Aboard Schooner
631
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...
Read More
2 hours Free Cancellation Instant Confirmation
from
$111.80
Details
from
$111.80
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Sunset Sail in Key West with Beverages Included
328
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...
Read More
1 hour 30 minutes Free Cancellation Instant Confirmation
from
$69
Details
from
$69
Details
Key West Private Wind & Wine Charter
527
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Destinations three years running. See the sunset on...
Read More
2.5 Hours (approx.) Free Cancellation Instant Confirmation
Best Rate
$3,499
Details
Best Rate
$3,499
Details
Likely to Sell Out
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Sunset Sail Cruise in Key West
105
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's...
Read More
2 hours Free Cancellation Instant Confirmation
from
$91.38
Details
from
$91.38
Details
Likely to Sell Out
Private Key West Sunset Sail
38
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for...
Read More
2 hours Instant Confirmation
from
$595
Details
from
$595
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Sunset Sail on Historic Schooner in Key West
66
Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is...
Read More
2 hours Free Cancellation Instant Confirmation
from
$109
Details
from
$109
Details
Likely to Sell Out
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar
76
“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure...
Read More
2 hours Instant Confirmation
from
$65
Details
from
$65
Details
Private Afternoon Snorkel with Sunset Sail in Key West
1
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon...
Read More
4 hours Free Cancellation Instant Confirmation
from
$723.96
Details
from
$723.96
Details
Private Mallory Square Sunset Cruise in Key West
New To The Site!
Enjoy the world famous sunsets of Mallory Square on a PRIVATE tour. Ride through the waters of Key West on our brand new tri toon...
Read More
2 hours Free Cancellation Instant Confirmation
from
$449
Details
from
$449
Details

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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Sunset Cruises?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Key West Sunset Cruises are:

Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar
Key West Wind & Wine Sunset Sail
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
Key West Sunset Champagne Catamaran Cruise
Key West Sunset Dinner Cruise with Tropical Buffet Dinner

Q: What are the best kid-friendly options for Key West Sunset Cruises Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
Key West Sunset Champagne Catamaran Cruise
Key West Sunset Dinner Cruise with Tropical Buffet Dinner
Key West Sunset Sail Aboard Schooner

View all kid-friendly Tours →

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar
Key West Wind & Wine Sunset Sail
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
Key West Sunset Champagne Catamaran Cruise
Key West Sunset Dinner Cruise with Tropical Buffet Dinner

View all Tours with Instant Confirmation →

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar
Key West Wind & Wine Sunset Sail
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
Key West Sunset Champagne Catamaran Cruise
Key West Sunset Dinner Cruise with Tropical Buffet Dinner

View all Tours with Free Cancellation →

Q: I need a ride! Which Key West Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

The Top 10 Key West Tours and Activities of 2023
Senior-friendly tours, activities and things to do in Key West
The best tours and activities for culture lovers in Key West
Top Day Trips from Key West
Things to do in Key West this summer

View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

Key West Kid Friendly
Key West Water Sports
Key West Jet Ski Tours
Key West Kid Friendly Tours & Activities
Key West Deep Sea Fishing

View all tour styles in Key West →

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New to Our Site

Popular Key West Attractions

Southernmost Point of the Continental USA
Mallory Square
Harry S. Truman Little White House
Duval Street
Key West Lighthouse and Keeper's Quarters Museum
Mel Fisher Maritime Museum
Key West Aquarium
Key West Shipwreck Treasure Museum
Florida Keys National Marine Sanctuary
Hard Rock Cafe Key West

Places Nearby Key West

Islamorada
Everglades National Park
Key Largo
Naples
Miami
Coral Coast
Fort Myers
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West End
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