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 →

Shell Key & Dolphins - Semi-Private Tours

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and …More

St Petersburg, USA

4.9 (1,620)

Shell Key & Dolphins - Semi-Private Tours

Hop on a cruise to Shell Key Island and see dolphins and other wildlife while snorkeling. At this pristine wildlife preserve, you'll get to snorkel and...

2 hours Free Cancellation

4.9 (1,620)

from
$79

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both …More

Key West, USA

4.8 (550)

Key West Reef Snorkel & Sail Adventure

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both...

3 hours Free Cancellation

4.8 (550)

from
$79

St. Johns River Cruise - Blue Spring State Park

Blue Spring is voted the best place in Florida to see manatees. Our daily St. Johns River Nature Cruise, setting sail from the docks at …More

Daytona Beach, USA

4.8 (346)

St. Johns River Cruise - Blue Spring State Park

Blue Spring is voted the best place in Florida to see manatees. Our daily St. Johns River Nature Cruise, setting sail from the docks at...

2 hours Free Cancellation

4.8 (346)

from
$38

Experience the thrill of dolphin-watching with Hydrojet on an excursion that navigates Crab Island, showcases a scenic cruise of Destin Harbor, and traverses the East …More

Destin, USA

4.9 (775)

Dolphin Cruise in Destin FL

Experience the thrill of dolphin-watching with Hydrojet on an excursion that navigates Crab Island, showcases a scenic cruise of Destin Harbor, and traverses the East...

1 hour Free Cancellation

4.9 (775)

from
$35

Dolphin Watch Eco Shelling Cruise to Keewaydin Island

Nature enthusiasts will love the Gordon River, a masterpiece of Florida wildlife with miles of life-sustaining estuaries surrounded by beautiful Mangroves. Wildlife fans must have …More

Naples, USA

4.8 (380)

Dolphin Watch Eco Shelling Cruise to Keewaydin Island

Nature enthusiasts will love the Gordon River, a masterpiece of Florida wildlife with miles of life-sustaining estuaries surrounded by beautiful Mangroves. Wildlife fans must have...

3 hours

4.8 (380)

from
$86

Sunset Cruise - #1 Party Boat in St. Augustine, FL

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas …More

St Augustine, USA

4.9 (251)

Sunset Cruise - #1 Party Boat in St. Augustine, FL

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas...

1 hour 30 minutes Free Cancellation

4.9 (251)

from
$47

This trip is a 90 min. relaxing cruise through the Cocoa Beach Thousand Islands, we watch the beautiful sunset and return back to the restaurant. …More

Cocoa Beach, USA

4.9 (357)

Cocoa Beach Sunset Tour

This trip is a 90 min. relaxing cruise through the Cocoa Beach Thousand Islands, we watch the beautiful sunset and return back to the restaurant....

2 hours Free Cancellation

4.9 (357)

from
$39

2 Hours Swim with the Dolphins in Panama City

Experience and swim with wild Bottle Nose Dolphins in their natural habitat. You can get up close and personal with these amazing animals and see …More

Panama City Beach, USA

4.8 (397)

2 Hours Swim with the Dolphins in Panama City

Experience and swim with wild Bottle Nose Dolphins in their natural habitat. You can get up close and personal with these amazing animals and see...

2 hours Free Cancellation

4.8 (397)

from
$71

Sunset Dolphin Cruise with Sanibel Lighthouse Views

While enjoying a complimentary alcoholic or nonalcoholic beverage we will cruise the back waters of Fort Myers Beach. During the cruise you may spot various …More

Fort Myers, USA

4.8 (470)

Sunset Dolphin Cruise with Sanibel Lighthouse Views

While enjoying a complimentary alcoholic or nonalcoholic beverage we will cruise the back waters of Fort Myers Beach. During the cruise you may spot various...

1 hour 30 minutes Free Cancellation

4.8 (470)

from
$70

Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

Come join us on the water, create memories and photo ops that will last a lifetime on the most photographed vessel in the harbor in …More

Destin, USA

4.9 (1,127)

Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

Come join us on the water, create memories and photo ops that will last a lifetime on the most photographed vessel in the harbor in...

3 hours

4.9 (1,127)

from
$89

Shell Island Inflatable Adventure Park & Dolphin Sightseeing Tour

We'll begin this adventure with a sail through the Grand Lagoon area to our own private playground area off of Shell Island. Once you arrive, …More

Panama City Beach, USA

4.8 (569)

Shell Island Inflatable Adventure Park & Dolphin Sightseeing Tour

We'll begin this adventure with a sail through the Grand Lagoon area to our own private playground area off of Shell Island. Once you arrive,...

3 hours Free Cancellation

4.8 (569)

from
$71

Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach

Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit!!! ;) *Children under …More

Clearwater, USA

5.0 (284)

Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach

Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit!!! ;) *Children under...

2 hours Free Cancellation

5.0 (284)

from
$80

Florida Everglades Airboat Adventure and Wildlife Encounter

Hold on tight for the most popular Florida Everglades airboat ride, at Sawgrass Recreation Park! An exhilarating airboat tour is the perfect introduction to the …More

Fort Lauderdale, USA

4.4 (1,782)

Florida Everglades Airboat Adventure and Wildlife Encounter

Hold on tight for the most popular Florida Everglades airboat ride, at Sawgrass Recreation Park! An exhilarating airboat tour is the perfect introduction to the...

30 minutes Free Cancellation

4.4 (1,782)

from
$33

Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a …More

Special Offer

Key West, USA

4.9 (558)

Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a...

6 hours (approx.)

4.9 (558)

~~$125~~
$120

Key West "Commotion on the Ocean" Live Music Sunset Sail

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great …More

Key West, USA

4.8 (996)

Key West "Commotion on the Ocean" Live Music Sunset Sail

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.) Free Cancellation

4.8 (996)

from
$80

Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Naples, USA

4.8 (510)

Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes

4.8 (510)

from
$63

Sunset Dolphin Sail Aboard the Privateer Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on the SV Privateer, …More

Panama City Beach, USA

4.8 (750)

Sunset Dolphin Sail Aboard the Privateer Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on the SV Privateer,...

2 hours Free Cancellation

4.8 (750)

from
$43

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the …More

St Petersburg, USA

4.6 (422)

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

We offer the Ultimate Adventure - Our Glass Bottom Kayak LED illuminated Night Tours! In fact no one else offers this experience anywhere in the...

1 hour 15 minutes Free Cancellation

4.6 (422)

from
$62

Miami Sunset and City Lights Cocktail Cruise with Open Bar

Take time out from the daily grind and enjoy wine, beer, prosecco, and frozen cocktails on this two hour cruise along Miami’s coastline. Relax as …More

Miami, USA

4.7 (1,153)

Miami Sunset and City Lights Cocktail Cruise with Open Bar

Take time out from the daily grind and enjoy wine, beer, prosecco, and frozen cocktails on this two hour cruise along Miami’s coastline. Relax as...

2 hours Free Cancellation

4.7 (1,153)

from
$69

Our product is unique because of how easy it is to walk around and see over the side of the boat. Our boat is stable …More

Destin, USA

4.9 (622)

Destin Dolphin Cruise

Our product is unique because of how easy it is to walk around and see over the side of the boat. Our boat is stable...

1 hour 30 minutes Free Cancellation

4.9 (622)

from
$27

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?