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 →

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around! …More

Sarasota, USA

5.0 (8)

3 Hour Private Boat Tour

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!...

3 hours Free Cancellation

5.0 (8)

from
$585

Cocoa Beach - Private 2hr Dolphin Sightseeing Tour

We specialize in offering once in a lifetime experiences that will create lasting memories. Hop aboard our 2 hour tours to see life in a …More

Cocoa Beach, USA

5.0 (3)

Cocoa Beach - Private 2hr Dolphin Sightseeing Tour

We specialize in offering once in a lifetime experiences that will create lasting memories. Hop aboard our 2 hour tours to see life in a...

2 hours Free Cancellation

5.0 (3)

from
$348

Everglades Immersion Tour: The Ultimate Everglades Adventure

Welcome to the Immersive Everglades Tour, where we will unravel the many wonders this National Park has to offer. You will have the chance to …More

Fort Lauderdale, USA

5.0 (4)

Everglades Immersion Tour: The Ultimate Everglades Adventure

Welcome to the Immersive Everglades Tour, where we will unravel the many wonders this National Park has to offer. You will have the chance to...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,200

Embark on a journey through the natural beauty of the Everglades with our kayak and canoe rentals. Navigate through serene waters, marvel at lush mangrove …More

Naples, USA

5.0 (3)

Everglades Kayak & Canoe Rentals

Embark on a journey through the natural beauty of the Everglades with our kayak and canoe rentals. Navigate through serene waters, marvel at lush mangrove...

4 hours Free Cancellation

5.0 (3)

from
$42

Destin Sunset or Harbor Cruise with Captain

Enjoy the breathtaking views of the Destin, Florida sunset aboard our charter boat with an experienced Coast Guard licensed captain. During the ninety minute journey, …More

Destin, USA

5.0 (8)

Destin Sunset or Harbor Cruise with Captain

Enjoy the breathtaking views of the Destin, Florida sunset aboard our charter boat with an experienced Coast Guard licensed captain. During the ninety minute journey,...

1 hour 30 minutes Free Cancellation

5.0 (8)

from
$60

Small Private Group Discount Tiki Packages

Enjoy this 3-hour tour for up to 18 passengers to observe the dolphins at Crab Island. Onboard bathroom You will have the opportunity to swim …More

Destin, USA

4.9 (8)

Small Private Group Discount Tiki Packages

Enjoy this 3-hour tour for up to 18 passengers to observe the dolphins at Crab Island. Onboard bathroom You will have the opportunity to swim...

3 hours Free Cancellation

4.9 (8)

from
$900

Aqua Patio Party Pontoon Charter up to 13 people

The inland waterways of Fort Lauderdale has a lot to offer. You will see mega mansions, yachts and other awesome views. Our Coast Guard Certified …More

Fort Lauderdale, USA

5.0 (8)

Aqua Patio Party Pontoon Charter up to 13 people

The inland waterways of Fort Lauderdale has a lot to offer. You will see mega mansions, yachts and other awesome views. Our Coast Guard Certified...

4 hours Free Cancellation

5.0 (8)

from
$495

Luxury Yacht 65' Sunseeker 4 hours from Palm Beach

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 (5)

Luxury Yacht 65' Sunseeker 4 hours from Palm Beach

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 (5)

from
$1,950

Miami's Unique Private Boat Tour: Discover & Enjoy Your Way

Experience Miami like never before with our Private Tailored Sightseeing Boat Tour & Fun! Gather up to 7 guests and embark on a journey tailored …More

Miami, USA

5.0 (2)

Miami's Unique Private Boat Tour: Discover & Enjoy Your Way

Experience Miami like never before with our Private Tailored Sightseeing Boat Tour & Fun! Gather up to 7 guests and embark on a journey tailored...

2 hours

5.0 (2)

from
$29

Miami Beach Boat Rental: Unforgettable On-Water Experiences

Life is better on the water! with “Miami Beach Boat Rental Deals. Bring your drinks & get ready to have a blast! The Miami Sunset …More

Miami, USA

4.7 (17)

Miami Beach Boat Rental: Unforgettable On-Water Experiences

Life is better on the water! with “Miami Beach Boat Rental Deals. Bring your drinks & get ready to have a blast! The Miami Sunset...

2 to 6 hours Free Cancellation

4.7 (17)

from
$99

MIA Day or Night Celebration /walk-in Restroom, bed, AC & Kitchen

We operate as a Bareboat Charter Enjoy a Private Tour with “Miami Beach Boat Rental Deals” The Miami Sunset & Night Life is a Must, …More

Miami, USA

5.0 (8)

MIA Day or Night Celebration /walk-in Restroom, bed, AC & Kitchen

We operate as a Bareboat Charter Enjoy a Private Tour with “Miami Beach Boat Rental Deals” The Miami Sunset & Night Life is a Must,...

2 to 6 hours Free Cancellation

5.0 (8)

from
$99

Private Afternoon Snorkel with Sunset Sail in Key West

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 …More

Key West, USA

5.0 (4)

Private Afternoon Snorkel with Sunset Sail in Key West

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...

4 hours Free Cancellation

5.0 (4)

from
$1,070

Daytona Beach: Sunrise Cruise on the Atlantic Ocean

Experience the magic of dawn on our Sunrise Cruise with a maximum of 10 passengers. We'll set sail in our Sea Ray boat 75 minutes …More

Daytona Beach, USA

5.0 (3)

Daytona Beach: Sunrise Cruise on the Atlantic Ocean

Experience the magic of dawn on our Sunrise Cruise with a maximum of 10 passengers. We'll set sail in our Sea Ray boat 75 minutes...

2 hours Free Cancellation

5.0 (3)

from
$133

Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old …More

St Augustine, USA

5.0 (3)

Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$47

Imagine being on a private tour with up to 9 of your friends and family watching the night skies turn to amber and then full …More

Daytona Beach, USA

5.0 (1)

Private Sunrise Cruise in Florida

Imagine being on a private tour with up to 9 of your friends and family watching the night skies turn to amber and then full...

3 hours Free Cancellation

5.0 (1)

from
$550

Sandestin Fireworks Cruise Aboard Sol y Luna

One of the top things to do in Destin is an evening fireworks cruise. Venture aboard for a relaxing and memorable cruise experience, cruising from …More

Destin, USA

4.4 (19)

Sandestin Fireworks Cruise Aboard Sol y Luna

One of the top things to do in Destin is an evening fireworks cruise. Venture aboard for a relaxing and memorable cruise experience, cruising from...

1 hour 30 minutes Free Cancellation

4.4 (19)

from
$45

Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure. …More

Naples, USA

5.0 (8)

Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure....

2 hours 30 minutes Free Cancellation

5.0 (8)

from
$575

Miami Catamaran Excursion with Jet Skis & Banana Tube

Discover one of the best Miami boat tours with watersports on this 3 hour catamaran experience combining sightseeing and water activities. Perfect for travelers looking …More

Miami, USA

4.6 (11)

Miami Catamaran Excursion with Jet Skis & Banana Tube

Discover one of the best Miami boat tours with watersports on this 3 hour catamaran experience combining sightseeing and water activities. Perfect for travelers looking...

3 hours Free Cancellation

4.6 (11)

from
$181

Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This …More

Naples, USA

5.0 (9)

Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This...

2 hours Free Cancellation

5.0 (9)

from
$99

Private Shell Key Island Adventure Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you …More

St Petersburg, USA

5.0 (3)

Private Shell Key Island Adventure Dolphins And Shells

Embark on an unforgettable Shell Key Adventure with over 15 years of experience guiding you through Florida’s natural wonders! Our expert crew will take you...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$750

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?