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 Key West Sail, Snorkel, Kayak with Sunset Option Key West Backcountry Safari 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 →

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

Based on our sales data over the past year, the most popular styles of tours and activities in Florida are: Florida Kid Friendly Florida Kid Friendly Tours & Activities Florida Vehicle Rentals Florida Cruises, Sailing & Water Tours Florida Boat Tours View all tour styles in Florida →

St Petersburg Private Dolphin Eco Boat Tour From Gulfport

Embark on an unforgettable journey with Dolphin Eco Boat Tour! Glide through crystal waters, witness playful dolphins in their natural habitat, and immerse yourself in …More

St Petersburg, USA

5.0 (1)

St Petersburg Private Dolphin Eco Boat Tour From Gulfport

Embark on an unforgettable journey with Dolphin Eco Boat Tour! Glide through crystal waters, witness playful dolphins in their natural habitat, and immerse yourself in...

2 hours Free Cancellation

5.0 (1)

from
$395

Yacht Charter Palm Beach Captain and Stewardess Private

The ritzy island of Palm Beach is the crowning gem of the Palm Beaches and looks even more glamorous from the water. Feel like you’re …More

West Palm Beach, USA

5.0 (17)

Yacht Charter Palm Beach Captain and Stewardess Private

The ritzy island of Palm Beach is the crowning gem of the Palm Beaches and looks even more glamorous from the water. Feel like you’re...

4 hours Free Cancellation

5.0 (17)

from
$1,650

Explore the last hours of daylight in nature by exploring the mangroves of Islamorada by boat with our expert guides in search for all the …More

Islamorada, USA

5.0 (13)

2 Hour Sunset Eco-Cruise

Explore the last hours of daylight in nature by exploring the mangroves of Islamorada by boat with our expert guides in search for all the...

2 hours Free Cancellation

5.0 (13)

from
$525

Private Catamaran Sailing Dolphin Manatee Watch in Daytona Beach

This is a private "yacht" experience with only your party and the crew onboard. We sail on the beautiful intracoastal waterway in Daytona Beach. We …More

Daytona Beach, USA

5.0 (1)

Private Catamaran Sailing Dolphin Manatee Watch in Daytona Beach

This is a private "yacht" experience with only your party and the crew onboard. We sail on the beautiful intracoastal waterway in Daytona Beach. We...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$475

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike …More

Key West, USA

4.6 (9)

Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike...

5 hours Free Cancellation

4.6 (9)

from
$161

Discover Crystal River's Secrets with Private Boat Tour

Love the water, but would rather stay dry? Join Manatees in Paradise as we explore the wonders of Florida's Nature Coast during our 1.5hr Eco …More

Crystal River, USA

5.0 (2)

Discover Crystal River's Secrets with Private Boat Tour

Love the water, but would rather stay dry? Join Manatees in Paradise as we explore the wonders of Florida's Nature Coast during our 1.5hr Eco...

1 hour 40 minutes Free Cancellation

5.0 (2)

from
$265

Miami: Everglades Airboat Adventure Tour + Biscayne

This thrilling adventure allows you to get up close to the raw beauty and wildlife of Florida's famous Everglades, all while enjoying the fresh air …More

Miami, USA

5.0 (9)

Miami: Everglades Airboat Adventure Tour + Biscayne

This thrilling adventure allows you to get up close to the raw beauty and wildlife of Florida's famous Everglades, all while enjoying the fresh air...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$110

Cruisin Tikis Shell Island Big Kahuna Beach and Snorkel Cruise

The Big Kahuna is a one-of-a-kind, first-in-class TIKI boat. It is perfect for all kinds of adventures—whether you're planning a family outing, celebrating with friends, …More

Panama City Beach, USA

4.9 (10)

Cruisin Tikis Shell Island Big Kahuna Beach and Snorkel Cruise

The Big Kahuna is a one-of-a-kind, first-in-class TIKI boat. It is perfect for all kinds of adventures—whether you're planning a family outing, celebrating with friends,...

3 hours Free Cancellation

4.9 (10)

from
$70

Private 3 hour Charter and Sandbar in Islamorada

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from …More

Islamorada, USA

5.0 (3)

Private 3 hour Charter and Sandbar in Islamorada

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from...

3 hours Free Cancellation

5.0 (3)

from
$599

St Augustine Floating Tiki Boat Cruise with Byob Option

See St. Augustine from a floating tiki boat on a shared cruise through the Intracoastal Waterway, Matanzas Bay, and Hospital Creek. Bring your own beverages, …More

St Augustine, USA

4.9 (8)

St Augustine Floating Tiki Boat Cruise with Byob Option

See St. Augustine from a floating tiki boat on a shared cruise through the Intracoastal Waterway, Matanzas Bay, and Hospital Creek. Bring your own beverages,...

1 hour 30 minutes Free Cancellation

4.9 (8)

from
$86

Paddleboard Snorkel Tour in Crystal River Springs with Manatees

WHAT MAKES THIS TOUR UNIQUE • Paddleboarding offers a higher vantage point, allowing guests to see the clear spring water and wildlife beneath them. • …More

Crystal River, USA

5.0 (2)

Paddleboard Snorkel Tour in Crystal River Springs with Manatees

WHAT MAKES THIS TOUR UNIQUE • Paddleboarding offers a higher vantage point, allowing guests to see the clear spring water and wildlife beneath them. •...

3 hours Free Cancellation

5.0 (2)

from
$65

Luxury Private Boat Adventure in Tampa Bay

Enjoy a memorable day on the water with a private boat charter in Tampa Bay. Perfect for groups of up to six, this luxurious Regal …More

St Petersburg, USA

5.0 (1)

Luxury Private Boat Adventure in Tampa Bay

Enjoy a memorable day on the water with a private boat charter in Tampa Bay. Perfect for groups of up to six, this luxurious Regal...

3 hours Free Cancellation

5.0 (1)

from
$450

Explore the stunning natural beauty of Crystal River, Florida, with your eco-friendly sightseeing boat tours. Glide through crystal river and kings bay encounter gentle manatees …More

Crystal River, USA

5.0 (10)

Manatee and Wildlife Boat Tour

Explore the stunning natural beauty of Crystal River, Florida, with your eco-friendly sightseeing boat tours. Glide through crystal river and kings bay encounter gentle manatees...

1 hour 30 minutes Free Cancellation

5.0 (10)

from
$55

Island Sandbar Tour Catamaran Cruise in Marathon FL

Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and past scenic landmarks as your crew shares …More

Key West, USA

5.0 (9)

Island Sandbar Tour Catamaran Cruise in Marathon FL

Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and past scenic landmarks as your crew shares...

4 hours Free Cancellation

5.0 (9)

from
$130

Sunrise Manatee & Wildlife Kayak Tour in Crystal River

Begin your morning with a peaceful sunrise paddle through Crystal River. Launch from the Port Hotel in a tandem sit-on-top kayak and paddle into the …More

Crystal River, USA

4.3 (3)

Sunrise Manatee & Wildlife Kayak Tour in Crystal River

Begin your morning with a peaceful sunrise paddle through Crystal River. Launch from the Port Hotel in a tandem sit-on-top kayak and paddle into the...

2 hours Free Cancellation

4.3 (3)

from
$95

Everglades E-Bike Exploration with Airboat

Explore the stunning Everglades with a guided e-bike ride and thrilling airboat adventure. Start your day with a convenient bus pickup from North Miami before …More

Miami, USA

5.0 (6)

Everglades E-Bike Exploration with Airboat

Explore the stunning Everglades with a guided e-bike ride and thrilling airboat adventure. Start your day with a convenient bus pickup from North Miami before...

6 hours Free Cancellation

5.0 (6)

from
$181

Private Luxury Boat Charter to Egmont, Fort DeSoto and Shell Key

Enjoy a private, 2-hour luxury cruise for up to 6 guests aboard our Axopar Sun Top performance yacht. With its powerful twin engines (700 HP), …More

St Petersburg, USA

5.0 (6)

Private Luxury Boat Charter to Egmont, Fort DeSoto and Shell Key

Enjoy a private, 2-hour luxury cruise for up to 6 guests aboard our Axopar Sun Top performance yacht. With its powerful twin engines (700 HP),...

2 hours Free Cancellation

5.0 (6)

from
$650

2 HR Private Sunset Tour in St Andrews Bay

End your day on the water with a relaxing 2-hour sunset cruise through St. Andrews Bay, where calm water and wide-open views set the stage …More

Panama City Beach, USA

5.0 (11)

2 HR Private Sunset Tour in St Andrews Bay

End your day on the water with a relaxing 2-hour sunset cruise through St. Andrews Bay, where calm water and wide-open views set the stage...

2 hours Free Cancellation

5.0 (11)

from
$300

Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking* …More

Naples, USA

5.0 (2)

Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking*...

4 hours Free Cancellation

5.0 (2)

from
$675

Experience Florida Keys Boat Charter Private Tour

Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while …More

Key West, USA

5.0 (8)

Experience Florida Keys Boat Charter Private Tour

Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while...

1 hour 30 minutes Free Cancellation

5.0 (8)

from
$460

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?

What are the most popular styles of Tours and Activities in Florida?