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Top Florida Sunset Cruises

119 Results
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 (3,829)
from
$80
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 (1,715)
$115
$99
Key West Private Wind & Wine Charter

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset …More

Key West, USA

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset...

2 hours (approx.) Free Cancellation
5.0 (1,715)
from
$3,499
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 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
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 "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 (995)
from
$80
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 (981)
from
$79
Private Sunset or Night Boat Cruise in Miami

Get your phone ready for an epic Instagram photo on this unique  experience that will bring our customers to one of the most astonishing skylines …More

Miami, USA

Get your phone ready for an epic Instagram photo on this unique  experience that will bring our customers to one of the most astonishing skylines...

2 hours Free Cancellation
5.0 (728)
from
$215
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
Sightseeing and Sunset Catamaran Sailing Excursion

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida, …More

Naples, USA

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida,...

2 hours 30 minutes Free Cancellation
4.9 (674)
from
$75
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
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
Semi-Private Sunset Cruise St Pete

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over …More

Likely to Sell Out
Likely to Sell Out
St Petersburg, USA

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over...

2 hours Free Cancellation
4.9 (479)
from
$79
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 (468)
from
$70
Anna Maria Island Dolphin Sunset Boat Tour

You will explore the Gulf Coast and the beautiful back bay. We will cruise the crystal clear waters to look for manatees grazing (seasonal) and …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

You will explore the Gulf Coast and the beautiful back bay. We will cruise the crystal clear waters to look for manatees grazing (seasonal) and...

2 hours Free Cancellation
4.9 (430)
from
$58
Original Cruisin' Tikis Sunset Dolphin Cruise

There’s no better way to end the day in Destin than on the water at sunset on our tiki boat. Pop open your favorite drinks …More

Likely to Sell Out
Likely to Sell Out
Destin, USA

There’s no better way to end the day in Destin than on the water at sunset on our tiki boat. Pop open your favorite drinks...

1 hour 30 minutes
4.9 (419)
from
$69
Sunset Cruise over the Gulf of Mexico

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with …More

Likely to Sell Out
Likely to Sell Out
St Petersburg, USA

Easy to find location with great drinks at the bar while you wait. Look for our sign on the docks. We share a pier with...

2 hours
4.9 (378)
from
$67
Key West Sunset Sail Aboard Legendary Schooner Appledore

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern …More

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

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern...

2 hours Free Cancellation
5.0 (368)
from
$99
Red Boat Tours - Adults-Only & Family Friendly BYOB Sunset Cruise

Sunset Cruises are all-ages on Sundays, Tuesdays, and Wednesdays, and they are ADULTS-ONLY on Thursdays, Fridays, and Saturdays. Bring your own beverages, kick back, relax …More

St Augustine, USA

Sunset Cruises are all-ages on Sundays, Tuesdays, and Wednesdays, and they are ADULTS-ONLY on Thursdays, Fridays, and Saturdays. Bring your own beverages, kick back, relax...

1 hour 30 minutes Free Cancellation
5.0 (367)
from
$42

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