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Top Florida Sunset Cruises

Key West Wind & Wine Sunset Sail

Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best …More

Likely to Sell Out
Likely to Sell Out
Key West, USA

Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best...

2 hours (approx.) Free Cancellation
5.0 (1,716)
$115
$99
Sunset Celebration Cruise on Tropics Boat Tours

Our Sunset Celebration Cruise lasts approximately two hours and will take you from Clearwater Bay through Clearwater Pass to the beautiful Gulf of Mexico. Sail …More

Likely to Sell Out
Likely to Sell Out
Clearwater, USA

Our Sunset Celebration Cruise lasts approximately two hours and will take you from Clearwater Bay through Clearwater Pass to the beautiful Gulf of Mexico. Sail...

2 hours Free Cancellation
4.5 (809)
from
$37
2 Hour Sunset Cruise in Clearwater, Florida

Our Evening Sunset Cruise is a 2 hour cruise of the Intracoastal Waterway, Clearwater Pass, and into the Gulf of Mexico (weather permitting). Your crew …More

Clearwater, USA

Our Evening Sunset Cruise is a 2 hour cruise of the Intracoastal Waterway, Clearwater Pass, and into the Gulf of Mexico (weather permitting). Your crew...

2 hours Free Cancellation
4.8 (712)
from
$40
Key West Sunset Sail with Live Music, Champagne,  Hors D’oeuvres and Full Bar

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 …More

Key West, USA

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...

2 hours (approx.) Free Cancellation
4.8 (3,830)
from
$80
Key West Sunset Cruise: Dinner, Live Music & Drinks Included

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. …More

Key West, USA

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....

2 hours Free Cancellation
4.4 (1,933)
from
$93
Key West Schooner Sunset Sail with Hors D'oeuvres and Full Bar

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 …More

Key West, USA

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...

2 hours (approx.) Free Cancellation
4.9 (1,702)
from
$100
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

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 …More

Special Offer
Special Offer
Key West, USA

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...

2 hours (approx.) Hotel pickup offered Free Cancellation
4.9 (128)
$99
$89
Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the …More

Likely to Sell Out
Likely to Sell Out
St Augustine, USA

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...

1 hour 30 minutes Free Cancellation
4.9 (1,398)
from
$43
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

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 …More

Likely to Sell Out
Likely to Sell Out
Key West, USA

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...

2 hours Free Cancellation
4.9 (1,702)
from
$127
Evening Boat Cruise through Downtown Ft. Lauderdale

Ready for the best tour in Fort Lauderdale? Come view the yachts and mansions along the beautiful waters of Fort Lauderdale. There are numerous photo …More

Fort Lauderdale, USA

Ready for the best tour in Fort Lauderdale? Come view the yachts and mansions along the beautiful waters of Fort Lauderdale. There are numerous photo...

2 hours Free Cancellation
4.7 (945)
from
$55
Key West "Commotion on the Ocean" Live Music Sunset Sail

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great …More

Likely to Sell Out
Likely to Sell Out
Key West, USA

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.) Free Cancellation
4.8 (996)
from
$80
Sunset Cruise - #1 Party Boat in St. Augustine, FL

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas …More

Likely to Sell Out
Likely to Sell Out
St Augustine, USA

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas...

1 hour 30 minutes Free Cancellation
4.9 (251)
from
$47
Sunset Dolphin Cruise with Sanibel Lighthouse Views

While enjoying a complimentary alcoholic or nonalcoholic beverage we will cruise the back waters of Fort Myers Beach. During the cruise you may spot various …More

Likely to Sell Out
Likely to Sell Out
Fort Myers, USA

While enjoying a complimentary alcoholic or nonalcoholic beverage we will cruise the back waters of Fort Myers Beach. During the cruise you may spot various...

1 hour 30 minutes Free Cancellation
4.8 (469)
from
$70
Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Likely to Sell Out
Likely to Sell Out
Naples, USA

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes
4.8 (509)
from
$63
Miami Sunset and City Lights Cocktail Cruise with Open Bar

Take time out from the daily grind and enjoy wine, beer, prosecco, and frozen cocktails on this two hour cruise along Miami’s coastline. Relax as …More

Likely to Sell Out
Likely to Sell Out
Miami, USA

Take time out from the daily grind and enjoy wine, beer, prosecco, and frozen cocktails on this two hour cruise along Miami’s coastline. Relax as...

2 hours Free Cancellation
4.7 (1,153)
from
$69
Sandestin Sunset Eco Dolphin Cruise Aboard Sol y Luna

Your Sunset Eco-Dolphin Cruise begins with a leisure cruise into the majestic sunset from the Sandestin Baytowne Marina location. There is simply nothing like watching …More

Destin, USA

Your Sunset Eco-Dolphin Cruise begins with a leisure cruise into the majestic sunset from the Sandestin Baytowne Marina location. There is simply nothing like watching...

1 hour 30 minutes Free Cancellation
4.8 (353)
from
$33
Sunset Sail in Key West with Beverages Included

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 …More

Key West, USA

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...

1 hour 30 minutes Free Cancellation
4.9 (982)
from
$79
Key Largo Sunset Cruise

Join us on a Pirates Cove Key Largo sunset boat tour to experience a breathtaking, tranquil escape where vibrant skies meet calm waters, painting the …More

Likely to Sell Out
Likely to Sell Out
Key Largo, USA

Join us on a Pirates Cove Key Largo sunset boat tour to experience a breathtaking, tranquil escape where vibrant skies meet calm waters, painting the...

1 hour 30 minutes Free Cancellation
4.9 (482)
from
$60
Key Largo Bay Dolphin Sunset Tour

Great way to see the way locals live and take in the wildlife around. Manatee, dolphins, and birds. Nice quiet cruise around the bay with …More

Likely to Sell Out
Likely to Sell Out
Key Largo, USA

Great way to see the way locals live and take in the wildlife around. Manatee, dolphins, and birds. Nice quiet cruise around the bay with...

1 hour Free Cancellation
4.9 (218)
from
$66
Adventure Boat Tours - Sunset Water Tour in St. Augustine

Take a relaxed sunset boat tour along St. Augustine’s historic waterfront. Enjoy views from the water as the crew shares local history and watches for …More

Likely to Sell Out
Likely to Sell Out
St Augustine, USA

Take a relaxed sunset boat tour along St. Augustine’s historic waterfront. Enjoy views from the water as the crew shares local history and watches for...

60 to 70 minutes Free Cancellation
4.8 (298)
from
$44

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