Top Florida Cruises, Sailing & Water Tours

Q: Which Florida Cruises, Sailing & Water Tours have Instant Confirmation?

Florida Cruises, Sailing & Water Tours with Instant Confirmation include: Key West Wind & Wine Sunset Sail Miami to Key West Day Trip & Glass Bottom Boat Cruise Combo Jungle Queen Riverboat 90-Minute Narrated Sightseeing Cruise in Fort Lauderdale Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour Little Toot Dolphin Adventure at Clearwater Beach View all Tours with Instant Confirmation →

Q: Got any more Florida trip ideas?

We sure do. Check out our curated lists of hand-picked Florida Tours. Top 10 Florida 2026 Senior-friendly tours Florida Top Picks for an Orlando Everglades Airboat Adventure Top Picks for an Miami Everglades Airboat Adventure The best tours and activities for culture lovers in Florida View all Florida Trip Ideas →

Boat tour with Watersports and snorkeling near st pete beach

Hey guys, if you are looking to get out on the water and have some fun on your very own private charter boat / boat …More

St Petersburg, USA

5.0 (87)

Boat tour with Watersports and snorkeling near st pete beach

Hey guys, if you are looking to get out on the water and have some fun on your very own private charter boat / boat...

3 hours Free Cancellation

5.0 (87)

from
$350

Private Crab Island Charter with Amenities Included

One of the key advantages of booking this charter is the availability of our knowledgeable guides with huge local expertise. All of our guides are …More

Destin, USA

5.0 (87)

Private Crab Island Charter with Amenities Included

One of the key advantages of booking this charter is the availability of our knowledgeable guides with huge local expertise. All of our guides are...

4 hours Free Cancellation

5.0 (87)

from
$500

1 Hour Everglades Airboat Tour Orlando Florida

Get ready to feel the rush as you soar across the marsh on our powerful 8–10 passenger airboats! With elevated stadium-style seating, every guest gets …More

Orlando, USA

5.0 (181)

1 Hour Everglades Airboat Tour Orlando Florida

Get ready to feel the rush as you soar across the marsh on our powerful 8–10 passenger airboats! With elevated stadium-style seating, every guest gets...

1 hour Free Cancellation

5.0 (181)

from
$54

Sunset Cruise with Good Jibez Only in Panama City Beach

Let's take off on our sunset cruise aboard our new 32′ fiberglass pontoon. This unique vessel offers a perfect blend of comfort and excitement, providing …More

Panama City Beach, USA

5.0 (158)

Sunset Cruise with Good Jibez Only in Panama City Beach

Let's take off on our sunset cruise aboard our new 32′ fiberglass pontoon. This unique vessel offers a perfect blend of comfort and excitement, providing...

1 hour 30 minutes Free Cancellation

5.0 (158)

from
$37

Naples 10,000 Islands Small Group Go Cat Boat Tour

Drive a two-person Go Cat catamaran through Naples’ mangrove tunnels, winding waterways, and the backwaters of the 10,000 Islands. A guide provides driving instructions and …More

Naples, USA

4.9 (14)

Naples 10,000 Islands Small Group Go Cat Boat Tour

Drive a two-person Go Cat catamaran through Naples’ mangrove tunnels, winding waterways, and the backwaters of the 10,000 Islands. A guide provides driving instructions and...

3 hours Free Cancellation

4.9 (14)

from
$180

Our vessel and crew make this trip unique! Our dolphin are known to jump behind the boat. The more time you spend on the water …More

St Petersburg, USA

4.8 (16)

90 min Dolphin tour

Our vessel and crew make this trip unique! Our dolphin are known to jump behind the boat. The more time you spend on the water...

1 hour 30 minutes

4.8 (16)

from
$38

Key Largo: Mangroves & Manatees Kayak Eco Tour

Self-Guided Mangrove & Manatee Kayak Adventure – Key Largo/Tavernier, Florida Explore the beautiful mangrove waterways of Key Largo and Tavernier at your own pace on …More

Key Largo, USA

4.0 (1)

Key Largo: Mangroves & Manatees Kayak Eco Tour

Self-Guided Mangrove & Manatee Kayak Adventure – Key Largo/Tavernier, Florida Explore the beautiful mangrove waterways of Key Largo and Tavernier at your own pace on...

2 hours Free Cancellation

4.0 (1)

from
$90

Small Group Motorboat Eco Tour of the Everglades

You will have the opportunity to see: bottlenose dolphin, five of the worlds seven different species of sea turtles, along with manatee, sting ray, and …More

Naples, USA

5.0 (431)

Small Group Motorboat Eco Tour of the Everglades

You will have the opportunity to see: bottlenose dolphin, five of the worlds seven different species of sea turtles, along with manatee, sting ray, and...

3 hours Free Cancellation

5.0 (431)

from
$149

Miami Private Boat Tour- Millionaire’s Row and Celebration Cruise

Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in the city, rated 4.9⭐ with 1.2k+ reviews on Google. …More

Miami, USA

4.9 (259)

Miami Private Boat Tour- Millionaire’s Row and Celebration Cruise

Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in the city, rated 4.9⭐ with 1.2k+ reviews on Google....

4 hours Free Cancellation

4.9 (259)

from
$150

2 Hour Tandem Kayak Tour (Price for 2 People)

Experience Anclote River and everything it has to offer. You'll be guided through the mangroves spotting wildlife along the way. Learning about the Eco Systems …More

Clearwater, USA

5.0 (4)

2 Hour Tandem Kayak Tour (Price for 2 People)

Experience Anclote River and everything it has to offer. You'll be guided through the mangroves spotting wildlife along the way. Learning about the Eco Systems...

2 hours Free Cancellation

5.0 (4)

from
$110

Nights of Lights Private Boat Tour St. Augustine, 6 guests max

Experience the magic of St. Augustine's famous Nights of Lights on a private boat cruise with Captain Dan! Your adventure begins at sunset, with beautiful …More

St Augustine, USA

4.9 (9)

Nights of Lights Private Boat Tour St. Augustine, 6 guests max

Experience the magic of St. Augustine's famous Nights of Lights on a private boat cruise with Captain Dan! Your adventure begins at sunset, with beautiful...

2 hours Free Cancellation

4.9 (9)

from
$395

2.5 hr Sailboat Tour aboard Orion's Child

Cool Shore Excursions Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. …More

Fort Myers, USA

5.0 (93)

2.5 hr Sailboat Tour aboard Orion's Child

Cool Shore Excursions Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel....

2 hours 30 minutes Free Cancellation

5.0 (93)

from
$130

CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

Contact us if the date you want is not available as we can often make it happen! We commit to providing you an awesome experience, …More

Naples, USA

5.0 (69)

CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

Contact us if the date you want is not available as we can often make it happen! We commit to providing you an awesome experience,...

2 hours Free Cancellation

5.0 (69)

from
$79

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your …More

Key West, USA

4.9 (66)

Private Sunset Cruise around Key West

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your...

2 hours Free Cancellation

4.9 (66)

from
$400

Half Day Luxury Boat Tour in St. Petersburg with Snorkeling

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring …More

St Petersburg, USA

5.0 (2)

Half Day Luxury Boat Tour in St. Petersburg with Snorkeling

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring...

4 hours Free Cancellation

5.0 (2)

from
$200

Destin Tiki Sunset Cruise with Craft Beer & Wine

Embark on an unforgettable adventure aboard our Coast Guard-certified tiki boat, where you'll soak in the enchanting beauty of a sunset cruise in Destin Harbor! …More

Destin, USA

5.0 (62)

Destin Tiki Sunset Cruise with Craft Beer & Wine

Embark on an unforgettable adventure aboard our Coast Guard-certified tiki boat, where you'll soak in the enchanting beauty of a sunset cruise in Destin Harbor!...

1 hour 30 minutes Free Cancellation

5.0 (62)

from
$59

Private 50ft Blue Yacht Rental in Miami with Jet ski Options

Special Miami Yacht Rental: ️ Limited spots—book your Miami yacht today and cruise in style. Reserve Your Private Miami Yacht Rental with Feeling Yachty Step …More

Miami, USA

4.8 (61)

Private 50ft Blue Yacht Rental in Miami with Jet ski Options

Special Miami Yacht Rental: ️ Limited spots—book your Miami yacht today and cruise in style. Reserve Your Private Miami Yacht Rental with Feeling Yachty Step...

3 to 6 hours Free Cancellation

4.8 (61)

from
$199

New Smyrna Beach Clear Kayak Mangrove & Wildlife Tour

Discover the natural beauty of New Smyrna Beach on this scenic paddle tour through winding mangrove tunnels. Choose a clear kayak or paddleboard as you …More

Daytona Beach, USA

5.0 (9)

New Smyrna Beach Clear Kayak Mangrove & Wildlife Tour

Discover the natural beauty of New Smyrna Beach on this scenic paddle tour through winding mangrove tunnels. Choose a clear kayak or paddleboard as you...

2 hours Free Cancellation

5.0 (9)

from
$59

St. Pete Sandbar Party 21+ (All You Can Drink Pass Available)

Grab your friends and hop on the premiere sandbar party boat cruise by St. Pete Coastal Cruises. A destination previously only known to local boaters …More

St Petersburg, USA

5.0 (229)

St. Pete Sandbar Party 21+ (All You Can Drink Pass Available)

Grab your friends and hop on the premiere sandbar party boat cruise by St. Pete Coastal Cruises. A destination previously only known to local boaters...

4 hours Free Cancellation

5.0 (229)

from
$70

Sunset & Dolphin Sightseeing Sail Aboard the Lazy Daze Catamaran

Your 90 minute sunset sail on 41ft, 32 passenger Lazy Daze Catamaran will include a scenic trip through Grand Lagoon and along the coast of …More

Panama City Beach, USA

5.0 (6)

Sunset & Dolphin Sightseeing Sail Aboard the Lazy Daze Catamaran

Your 90 minute sunset sail on 41ft, 32 passenger Lazy Daze Catamaran will include a scenic trip through Grand Lagoon and along the coast of...

1 hour 30 minutes Free Cancellation

5.0 (6)

from
$38

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Florida Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Florida Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Florida Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Florida Cruises, Sailing & Water Tours have Instant Confirmation?

Which Florida Cruises, Sailing & Water Tours have Free Cancellation?

Florida Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Florida Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Florida Cruises, Sailing & Water Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Florida trip ideas?