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 →

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your …More

St Petersburg, USA

5.0 (98)

Tiki Boat cruise to John's Pass Sandbar, Madeira Beach.

Our tiki boat is very large with plenty of room to dance and party. We have a bluetooth connection for you to listen to your...

2 hours Free Cancellation

5.0 (98)

from
$79

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's …More

Key West, USA

5.0 (292)

Sunset Sail Cruise in Key West

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's...

2 hours Free Cancellation

5.0 (292)

from
$102

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and …More

Key West, USA

4.9 (576)

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and...

4 hours Free Cancellation

4.9 (576)

from
$150

Manatee, Dolphin, and 10,000 Islands Eco Beach Tour by Boat

See manatees, dolphins, bull sharks, alligators and birds in their natural habitat on this exciting boat tour exploring the Everglades and 10,000 Islands! Enjoy beach …More

Naples, USA

4.6 (114)

Manatee, Dolphin, and 10,000 Islands Eco Beach Tour by Boat

See manatees, dolphins, bull sharks, alligators and birds in their natural habitat on this exciting boat tour exploring the Everglades and 10,000 Islands! Enjoy beach...

3 hours Free Cancellation

4.6 (114)

from
$130

Naples Sunset & Dolphin Cruise with Charcuterie and Wine

- Limited to only six guests for a more intimate experience - Watch the Naples sunset from the water - Cruise through beautiful Naples Bay …More

Naples, USA

5.0 (83)

Naples Sunset & Dolphin Cruise with Charcuterie and Wine

- Limited to only six guests for a more intimate experience - Watch the Naples sunset from the water - Cruise through beautiful Naples Bay...

2 hours Free Cancellation

5.0 (83)

from
$110

Experience the magic of Kings Bay with our unique Sunset Cruise! Departing from our private docks at the Paddletail Waterfront Lodge, you'll first join our …More

Crystal River, USA

4.8 (95)

King's Bay Sunset Cruise

Experience the magic of Kings Bay with our unique Sunset Cruise! Departing from our private docks at the Paddletail Waterfront Lodge, you'll first join our...

1 hour 30 minutes Free Cancellation

4.8 (95)

from
$39

Island Sunset Cruise 2 Hour Catamaran Tour in Marathon Florida

Cruise into a stunning Florida Keys sunset aboard a comfortable 53’ catamaran. Your crew will guide you through the waters surrounding Marathon, passing local landmarks …More

Key West, USA

5.0 (22)

Island Sunset Cruise 2 Hour Catamaran Tour in Marathon Florida

Cruise into a stunning Florida Keys sunset aboard a comfortable 53’ catamaran. Your crew will guide you through the waters surrounding Marathon, passing local landmarks...

2 hours Free Cancellation

5.0 (22)

from
$102

Shark Boat Destin Dolphin Watch and Sunset Cruise

Come out and ride inside the belly of a beast! The SHARK BOAT is a one-of-a-kind 40-foot tour boat that stalks Destin Harbor,Crab Island and …More

Destin, USA

4.9 (34)

Shark Boat Destin Dolphin Watch and Sunset Cruise

Come out and ride inside the belly of a beast! The SHARK BOAT is a one-of-a-kind 40-foot tour boat that stalks Destin Harbor,Crab Island and...

1 hour Free Cancellation

4.9 (34)

from
$35

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy. …More

St Petersburg, USA

4.7 (108)

Egmont Key Snorkeling Dolphin Tour

Tour and snorkel Beautiful and Historic Egmont Key! This runs on Bad Dog boat! We offer a fun educational experience the entire family can enjoy....

4 hours

4.7 (108)

from
$95

Jump on a Jetski and experience the Emerald Coast with Destiny Water Adventures. If you’re a novice, experienced rider, or just love the idea of …More

Destin, USA

4.9 (79)

Paradise Islands Jet Ski Adventure

Jump on a Jetski and experience the Emerald Coast with Destiny Water Adventures. If you’re a novice, experienced rider, or just love the idea of...

1 hour Free Cancellation

4.9 (79)

from
$139

Clear Kayak Three Sisters Springs & Manatee Tour Of Crystal River

Join us on a guided eco-tour of Three Sisters Springs on ALL clear kayaks! Throughout the expedition, you will have the opportunity to view the …More

Crystal River, USA

4.6 (258)

Clear Kayak Three Sisters Springs & Manatee Tour Of Crystal River

Join us on a guided eco-tour of Three Sisters Springs on ALL clear kayaks! Throughout the expedition, you will have the opportunity to view the...

2 hours Free Cancellation

4.6 (258)

from
$78

Destin Private Catamaran and Snorkeling Tour 3 or 4hrs

Avid local sailor, racer that wants to share his passion with you. Catamarans are a relaxing way to see the sites while offering plenty of …More

Destin, USA

4.9 (63)

Destin Private Catamaran and Snorkeling Tour 3 or 4hrs

Avid local sailor, racer that wants to share his passion with you. Catamarans are a relaxing way to see the sites while offering plenty of...

3 hours Free Cancellation

4.9 (63)

from
$475

Just a short distance from Panama City Beach rests some of Northwest Florida's most beautiful cold springs. There is an abundance of things to see …More

Panama City Beach, USA

4.9 (549)

Cypress Springs Eco Adventure

Just a short distance from Panama City Beach rests some of Northwest Florida's most beautiful cold springs. There is an abundance of things to see...

5 to 6 hours Free Cancellation

4.9 (549)

from
$115

Destin's Original Dolphin Cruise on the Southern Star

Experience the extraordinary aboard Southern Star, Destin's Original Dolphin Cruise! On this dolphin watching tour you will observe coastal bottlenose dolphins in their natural habitat …More

Destin, USA

4.8 (65)

Destin's Original Dolphin Cruise on the Southern Star

Experience the extraordinary aboard Southern Star, Destin's Original Dolphin Cruise! On this dolphin watching tour you will observe coastal bottlenose dolphins in their natural habitat...

1 hour 30 minutes Free Cancellation

4.8 (65)

from
$45

Leave your worries on land. The Oasis is bringing sunset views, island tunes, LED lights, and plush lounge seating for up to 30 guests. Custom-built …More

Fort Myers, USA

5.0 (63)

Sunset Tiki Boat Cruise (BYOB)

Leave your worries on land. The Oasis is bringing sunset views, island tunes, LED lights, and plush lounge seating for up to 30 guests. Custom-built...

2 hours Free Cancellation

5.0 (63)

from
$59

Shell Island Snorkel And Dolphin Sightseeing

This is a shared group tour with a maximum of 18 guests. Our small group size allows for a more personal and relaxed experience. Our …More

Panama City Beach, USA

5.0 (87)

Shell Island Snorkel And Dolphin Sightseeing

This is a shared group tour with a maximum of 18 guests. Our small group size allows for a more personal and relaxed experience. Our...

2 hours Free Cancellation

5.0 (87)

from
$49

Miami Sunset Sailing Cruise Tour with Open Bar and Live DJ

This is not just a typical boat ride, this is the most complete sunset boat experience in Miami. Designed as a 3 in 1 journey: …More

Miami, USA

4.9 (87)

Miami Sunset Sailing Cruise Tour with Open Bar and Live DJ

This is not just a typical boat ride, this is the most complete sunset boat experience in Miami. Designed as a 3 in 1 journey:...

2 hours Free Cancellation

4.9 (87)

from
$89

Private Tour: Florida Everglades Airboat Ride and Wildlife Adventure

For a truly special Florida Everglades airboat tour, splash out on a private airboat ride at Sawgrass Recreation Park. You’ll see Florida gators and other …More

Fort Lauderdale, USA

4.7 (495)

Private Tour: Florida Everglades Airboat Ride and Wildlife Adventure

For a truly special Florida Everglades airboat tour, splash out on a private airboat ride at Sawgrass Recreation Park. You’ll see Florida gators and other...

1 hour Free Cancellation

4.7 (495)

from
$41

Everglades Day Safari from Ft Lauderdale

Explore the wilderness of the Everglades on a full day adventure from Ft Lauderdale. With your naturalist guide, take a thrilling airboat tour in Everglades National …More

Fort Lauderdale, USA

4.9 (492)

Everglades Day Safari from Ft Lauderdale

Explore the wilderness of the Everglades on a full day adventure from Ft Lauderdale. With your naturalist guide, take a thrilling airboat tour in Everglades National...

10 hours Free Cancellation

4.9 (492)

from
$250

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. We have been sailing the Biscayne Bay …More

Miami, USA

4.9 (458)

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. We have been sailing the Biscayne Bay...

3 hours 30 minutes Free Cancellation

4.9 (458)

from
$101

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?