Top Florida Cruises, Sailing & Water Tours

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 →

Key West Schooner Sunset Sail with Hors D'oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and …More

Key West, USA

4.9 (1,704)

Key West Schooner Sunset Sail with Hors D'oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...

2 hours (approx.) Free Cancellation

4.9 (1,704)

from
$100

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key …More

Key West, USA

4.9 (1,704)

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...

2 hours Free Cancellation

4.9 (1,704)

from
$127

Dolphin, Manatee and SeaTurtle SUP Adventure Tour of St Augustine

There are only a few places in the world where you can encounter the West Indian Manatee and St. Augustine is one of them! Come …More

St Augustine, USA

4.9 (1,651)

Dolphin, Manatee and SeaTurtle SUP Adventure Tour of St Augustine

There are only a few places in the world where you can encounter the West Indian Manatee and St. Augustine is one of them! Come...

2 hours Free Cancellation

4.9 (1,651)

from
$55

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 (1,621)

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 (1,621)

from
$79

1-Hour Interactive Pirate Cruise (arrive 30 minutes early)

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along …More

Fort Lauderdale, USA

4.9 (1,532)

1-Hour Interactive Pirate Cruise (arrive 30 minutes early)

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along...

1 hour Free Cancellation

4.9 (1,532)

from
$35

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the …More

St Augustine, USA

4.9 (1,403)

Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...

1 hour 30 minutes Free Cancellation

4.9 (1,403)

from
$43

90-Minute Everglades Airboat Eco Tour Near Orlando Florida

Airboat rides near Orlando, get ready—your ultimate adventure starts here! Climb aboard our smaller airboats (8-10 passengers) for a thrilling 90-minute journey deep into the …More

Orlando, USA

4.9 (1,362)

90-Minute Everglades Airboat Eco Tour Near Orlando Florida

Airboat rides near Orlando, get ready—your ultimate adventure starts here! Climb aboard our smaller airboats (8-10 passengers) for a thrilling 90-minute journey deep into the...

1 hour 30 minutes Free Cancellation

4.9 (1,362)

from
$71

Join us as we explore a variety of islands along Biscayne Bay. First kayak your way through wild ecosystems then take a thrilling boat ride …More

Miami, USA

4.9 (1,310)

Raccoon Island Exploration on SUP/Kayak

Join us as we explore a variety of islands along Biscayne Bay. First kayak your way through wild ecosystems then take a thrilling boat ride...

3 hours Free Cancellation

4.9 (1,310)

from
$106

This is a relaxing 2-hour tour through the Cocoa Beach Thousand Islands behind Cocoa Beach. These are a chain of Mangrove Islands that are abundant …More

Cocoa Beach, USA

4.8 (1,228)

Cocoa Beach Dolphin and Wildlife Tour

This is a relaxing 2-hour tour through the Cocoa Beach Thousand Islands behind Cocoa Beach. These are a chain of Mangrove Islands that are abundant...

2 hours Free Cancellation

4.8 (1,228)

from
$39

This tour is the perfect way to stay dry and view the wild manatees of the Kings Bay Wildlife Refuge. Hop aboard our US Coast …More

Crystal River, USA

4.9 (1,221)

Crystal River Manatee Viewing Cruise

This tour is the perfect way to stay dry and view the wild manatees of the Kings Bay Wildlife Refuge. Hop aboard our US Coast...

1 hour 30 minutes Free Cancellation

4.9 (1,221)

from
$51

Set sail on an unforgettable adventure through Biscayne Bay aboard the Miami Pirate Boat Tour: Skyline & Celebrity Homes, a lively Miami sightseeing cruise offering …More

Miami, USA

4.8 (1,195)

Miami Pirate Boat Tour: Skyline & Celebrity Homes

Set sail on an unforgettable adventure through Biscayne Bay aboard the Miami Pirate Boat Tour: Skyline & Celebrity Homes, a lively Miami sightseeing cruise offering...

1 hour 20 minutes Free Cancellation

4.8 (1,195)

from
$30

Nature & Island Exploration on SUP/Kayak

I’ll give you a brief introduction on the basics of paddleboarding and kayaking before we head out onto the water to explore a lush mangrove …More

Miami, USA

4.8 (1,181)

Nature & Island Exploration on SUP/Kayak

I’ll give you a brief introduction on the basics of paddleboarding and kayaking before we head out onto the water to explore a lush mangrove...

4 hours Free Cancellation

4.8 (1,181)

from
$106

Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest …More

Naples, USA

5.0 (1,179)

Marco Island and Naples Pedal or Paddle Kayak Tour

Discover the difference with Marco Ecotours Our tours are more than a business - they are our passion. We strive to ensure that every guest...

2 hours Free Cancellation

5.0 (1,179)

from
$58

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

Miami Party Boat Cruise Drinks & Skyline Views

Step aboard the best party cruise in Miami and enjoy one of the most exciting Miami nightlife experiences on the water. Sail into the night …More

Miami, USA

4.8 (1,127)

Miami Party Boat Cruise Drinks & Skyline Views

Step aboard the best party cruise in Miami and enjoy one of the most exciting Miami nightlife experiences on the water. Sail into the night...

1 hour Free Cancellation

4.8 (1,127)

from
$30

Mangrove Tunnel & Manatee Kayak Eco-Tour

Paddle into one of Lido Key’s most unique eco-adventures: the mangrove tunnels. This guided kayak tour takes you through calm, winding waterways where mangrove branches …More

Sarasota, USA

4.9 (1,116)

Mangrove Tunnel & Manatee Kayak Eco-Tour

Paddle into one of Lido Key’s most unique eco-adventures: the mangrove tunnels. This guided kayak tour takes you through calm, winding waterways where mangrove branches...

2 hours Free Cancellation

4.9 (1,116)

from
$59

Marco Island Wildlife Sightseeing and Shelling Tour

Our Marco Island Sightseeing and Shelling Tour departs from the Goodland Boat Park, in Goodland, FL. On our two hour ecotour you will experience one of …More

Naples, USA

5.0 (1,113)

Marco Island Wildlife Sightseeing and Shelling Tour

Our Marco Island Sightseeing and Shelling Tour departs from the Goodland Boat Park, in Goodland, FL. On our two hour ecotour you will experience one of...

2 hours Free Cancellation

5.0 (1,113)

from
$99

Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and …More

St Augustine, USA

4.8 (1,059)

Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...

1 hour 30 minutes Free Cancellation

4.8 (1,059)

from
$80

Dolphin and Wildlife Adventure of St. Augustine

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida …More

St Augustine, USA

4.9 (1,037)

Dolphin and Wildlife Adventure of St. Augustine

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida...

1 hour 30 minutes Free Cancellation

4.9 (1,037)

from
$39

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Experience good times and Jollification aboard the Jolly Dolphin or the Jolly Explorer! Featuring Jolly Dolphin, Pensacola Beach's NEWEST dolphin boat. Both vessels feature full …More

Pensacola, USA

4.9 (998)

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Experience good times and Jollification aboard the Jolly Dolphin or the Jolly Explorer! Featuring Jolly Dolphin, Pensacola Beach's NEWEST dolphin boat. Both vessels feature full...

90 to 120 minutes Free Cancellation

4.9 (998)

from
$39

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?

Florida Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with 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?