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 →

Round Island 2-Hour Glass Bottom Guided Kayak Eco Tour

A clear kayak tour at Round Island in Vero Beach offers a front-row seat to Florida's most captivating wildlife. Paddle through tranquil waters and spot …More

5.0 (1)

Round Island 2-Hour Glass Bottom Guided Kayak Eco Tour

A clear kayak tour at Round Island in Vero Beach offers a front-row seat to Florida's most captivating wildlife. Paddle through tranquil waters and spot...

2 hours Free Cancellation

5.0 (1)

from
$95

A Snorkel Tour with a Twist of History, Marathon, Florida Keys

Experience premier snorkeling in the Florida Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat …More

Key West, USA

5.0 (1)

A Snorkel Tour with a Twist of History, Marathon, Florida Keys

Experience premier snorkeling in the Florida Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat...

3 hours Free Cancellation

5.0 (1)

from
$70

Don't just witness a sunset, experience a transformation. Our Naples Sunset Adventure is your ticket to the "golden hour" magic that defines Florida's Gulf Coast. …More

Naples, USA

4.9 (33)

2 Hour Naples Sunset Adventure

Don't just witness a sunset, experience a transformation. Our Naples Sunset Adventure is your ticket to the "golden hour" magic that defines Florida's Gulf Coast....

2 hours Free Cancellation

4.9 (33)

from
$99

Explore the serene waters of Manatee Springs State Park on a guided paddling adventure that brings you close to manatee, ancient cypress trees, and the …More

4.3 (3)

Manatee Springs Adventure Tour

Explore the serene waters of Manatee Springs State Park on a guided paddling adventure that brings you close to manatee, ancient cypress trees, and the...

2 hours 30 minutes Free Cancellation

4.3 (3)

from
$60

We take your vacation to the next level here in Destin. We provide options while on your adventure. (Dolphin watching, snorkeling, seashell searching, football, Tipsy …More

Destin, USA

5.0 (1)

6 Hours Crab Island Cruise with Captain

We take your vacation to the next level here in Destin. We provide options while on your adventure. (Dolphin watching, snorkeling, seashell searching, football, Tipsy...

6 hours Free Cancellation

5.0 (1)

from
$979

The mission statement is “We build boats that put smiles on people’s faces, one cruise at a time!” Our franchise opportunities extend our mission statement …More

Fort Myers, USA

5.0 (17)

90 Minute Private Tiki Cruise

The mission statement is “We build boats that put smiles on people’s faces, one cruise at a time!” Our franchise opportunities extend our mission statement...

2 hours Free Cancellation

5.0 (17)

from
$270

At Nature Coast Manatee Adventures, our Eco Manatee Wildlife Boat Tour offers a unique, peaceful, and educational experience that stands out from the rest. Unlike …More

Crystal River, USA

4.9 (13)

Eco Manatee and Wildlife Boat Tour

At Nature Coast Manatee Adventures, our Eco Manatee Wildlife Boat Tour offers a unique, peaceful, and educational experience that stands out from the rest. Unlike...

1 hour 30 minutes Free Cancellation

4.9 (13)

from
$55

Peanut Island Swim & Sightseeing Cruise Adventure - PRIVATE TOUR

Cruise the beautiful waterways of West Palm Beach aboard the Flying Lady on this relaxing Peanut Island Swim Cruise. Your expert captain provides light narration …More

West Palm Beach, USA

4.8 (5)

Peanut Island Swim & Sightseeing Cruise Adventure - PRIVATE TOUR

Cruise the beautiful waterways of West Palm Beach aboard the Flying Lady on this relaxing Peanut Island Swim Cruise. Your expert captain provides light narration...

2 hours Free Cancellation

4.8 (5)

from
$390

West Palm Beach Narrated Historic Boat Private Tour

Enjoy a private, fully narrated cruise through the beautiful waterways of West Palm Beach aboard the Flying Lady. This experience is reserved just for your …More

West Palm Beach, USA

5.0 (9)

West Palm Beach Narrated Historic Boat Private Tour

Enjoy a private, fully narrated cruise through the beautiful waterways of West Palm Beach aboard the Flying Lady. This experience is reserved just for your...

2 hours Free Cancellation

5.0 (9)

from
$390

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on …More

Fort Myers, USA

5.0 (3)

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on...

2 hours Free Cancellation

5.0 (3)

from
$349

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything …More

Fort Myers, USA

5.0 (2)

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything...

3 hours Free Cancellation

5.0 (2)

from
$599

Anna Maria Island Dolphins & Beginners Snorkeling Adventure 3hrs

Splash into an unforgettable adventure where playful dolphins, gentle manatees, and crystal-clear waters await—perfect for first-time snorkelers and nature lovers alike, this private tour is …More

Sarasota, USA

4.8 (4)

Anna Maria Island Dolphins & Beginners Snorkeling Adventure 3hrs

Splash into an unforgettable adventure where playful dolphins, gentle manatees, and crystal-clear waters await—perfect for first-time snorkelers and nature lovers alike, this private tour is...

3 hours Free Cancellation

4.8 (4)

from
$580

2-Hour Private Dolphin Boat Tour to Shell Island

Explore the beautiful waters of St. Andrews Bay and Shell Island on a private dolphin tour designed for family fun. Great photo opportunities of the …More

Panama City Beach, USA

4.6 (5)

2-Hour Private Dolphin Boat Tour to Shell Island

Explore the beautiful waters of St. Andrews Bay and Shell Island on a private dolphin tour designed for family fun. Great photo opportunities of the...

2 hours Free Cancellation

4.6 (5)

from
$349

Siesta Key 2 Hour Private Charter- Siestas Best Dolphin Tour

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip …More

Sarasota, USA

5.0 (6)

Siesta Key 2 Hour Private Charter- Siestas Best Dolphin Tour

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip...

2 hours Free Cancellation

5.0 (6)

from
$420

Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter …More

Sarasota, USA

5.0 (6)

Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter...

4 hours Free Cancellation

5.0 (6)

from
$715

Anna Maria Island Build Your Own Adventure 4 hours

This private charter lets you design the ultimate day on the water. Choose from snorkeling, island hopping, dolphin watching, or relaxing on quiet sandbars. Your …More

5.0 (1)

Anna Maria Island Build Your Own Adventure 4 hours

This private charter lets you design the ultimate day on the water. Choose from snorkeling, island hopping, dolphin watching, or relaxing on quiet sandbars. Your...

4 hours Free Cancellation

5.0 (1)

from
$675

Get ready for a night of pure magic! Kick back, sip on your favorite drink, and soak in the stunning lights of the Destin skyline …More

Destin, USA

5.0 (1)

Harbor Lights Tiki Cruise

Get ready for a night of pure magic! Kick back, sip on your favorite drink, and soak in the stunning lights of the Destin skyline...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$59

ONE TRAVELERS TICKET IS ONE BOAT AND SEATS UP TO 12 PEOPLE Want to captain your own pontoon boat and explore Panama City Beach at …More

Panama City Beach, USA

5.0 (1)

Deluxe 115HP Pontoon Rental

ONE TRAVELERS TICKET IS ONE BOAT AND SEATS UP TO 12 PEOPLE Want to captain your own pontoon boat and explore Panama City Beach at...

8 hours

5.0 (1)

from
$510

Anna Maria Island Dolphins & Beginners Snorkeling Adventure 4Hrs

This private 4-hour tour blends beginner-friendly snorkeling with unforgettable dolphin and manatee sightings. Designed for all ages and comfort levels, it offers a perfect mix …More

Sarasota, USA

5.0 (2)

Anna Maria Island Dolphins & Beginners Snorkeling Adventure 4Hrs

This private 4-hour tour blends beginner-friendly snorkeling with unforgettable dolphin and manatee sightings. Designed for all ages and comfort levels, it offers a perfect mix...

4 hours Free Cancellation

5.0 (2)

from
$700

Experience the Everglades Adventure and Miami City Tour in one unforgettable journey that combines an exciting Everglades Adventure with a comprehensive Miami City Tour. Unlike …More

Miami, USA

5.0 (2)

Everglades Adventure and Miami City Tour

Experience the Everglades Adventure and Miami City Tour in one unforgettable journey that combines an exciting Everglades Adventure with a comprehensive Miami City Tour. Unlike...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$145

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?