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 →

Anna Maria Island 2hr Private Sandbar Tour

Led by an experienced and friendly captain. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to …More

Sarasota, USA

5.0 (4)

Anna Maria Island 2hr Private Sandbar Tour

Led by an experienced and friendly captain. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to...

2 hours Free Cancellation

5.0 (4)

from
$460

Guided Clear Kayak Tours on the Silver River

Attention wildlife enthusiasts! Embark on a thrilling kayaking adventure along the spring fed Silver River with a knowledgeable guide who will provide insightful commentary throughout …More

Orlando, USA

5.0 (1)

Guided Clear Kayak Tours on the Silver River

Attention wildlife enthusiasts! Embark on a thrilling kayaking adventure along the spring fed Silver River with a knowledgeable guide who will provide insightful commentary throughout...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$74

Private Chassahowitzka River Exploration kayak tour

A truly amazing *personalized* outdoor experience. One of the only easily accessible rivers in Florida that hasn't been touched by development or commercialization. Paddling down …More

Crystal River, USA

5.0 (4)

Private Chassahowitzka River Exploration kayak tour

A truly amazing *personalized* outdoor experience. One of the only easily accessible rivers in Florida that hasn't been touched by development or commercialization. Paddling down...

2 hours 30 minutes

5.0 (4)

from
$65

Enjoy snorkeling and dolphin watching with one of our experienced guides. Nervous to take a pontoon boat out on your own? We’ve got you covered. …More

Panama City Beach, USA

5.0 (2)

St. Andrews Private Eco Snorkel Tour

Enjoy snorkeling and dolphin watching with one of our experienced guides. Nervous to take a pontoon boat out on your own? We’ve got you covered....

4 hours Free Cancellation

5.0 (2)

from
$62

Private Sunset & Dolphin Sightseeing Sail on Daydreams Sailboat

When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you plan the perfect experience for you and …More

Panama City Beach, USA

5.0 (3)

Private Sunset & Dolphin Sightseeing Sail on Daydreams Sailboat

When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you plan the perfect experience for you and...

2 hours Free Cancellation

5.0 (3)

from
$749

Miami Walking and Boat Tour – 5-hour Combo Tour

Experience Miami by land and sea on this 5-hour combo tour! Explore the city's highlights with a local bilingual guide. First, take a guided Art …More

Miami, USA

5.0 (1)

Miami Walking and Boat Tour – 5-hour Combo Tour

Experience Miami by land and sea on this 5-hour combo tour! Explore the city's highlights with a local bilingual guide. First, take a guided Art...

5 hours Free Cancellation

5.0 (1)

from
$60

PRIVATE Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty …More

Key West, USA

5.0 (2)

PRIVATE Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$395

Private 4 Hours Islamorada Sandbar Charter

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from …More

Islamorada, USA

4.0 (4)

Private 4 Hours Islamorada Sandbar Charter

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from...

4 hours Free Cancellation

4.0 (4)

from
$749

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene …More

Fort Myers, USA

5.0 (3)

Private Fishing Charters in Fort Myers

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene...

4 hours Free Cancellation

5.0 (3)

from
$600

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly …More

Naples, USA

5.0 (3)

4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly...

4 hours Free Cancellation

5.0 (3)

from
$172

Sunset and Fireworks River Paddle Cruise

No trip to the beach is complete without an amazing sunset on the water, thats where we come in. We have been running tours on …More

Daytona Beach, USA

5.0 (2)

Sunset and Fireworks River Paddle Cruise

No trip to the beach is complete without an amazing sunset on the water, thats where we come in. We have been running tours on...

2 hours Free Cancellation

5.0 (2)

from
$80

Set sail from Miami Beach on a stunning 45' yacht, offering a spacious interior and comfortable seating for an unforgettable day on the water. Enjoy …More

Miami, USA

5.0 (2)

Explore Miami on a beautiful 45' Yacht

Set sail from Miami Beach on a stunning 45' yacht, offering a spacious interior and comfortable seating for an unforgettable day on the water. Enjoy...

3 hours Free Cancellation

5.0 (2)

from
$950

Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding …More

St Augustine, USA

5.0 (2)

Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding...

2 hours Free Cancellation

5.0 (2)

from
$250

SHARED - 2h Holiday Lights Cruise Tour in Fort Lauderdale (6pax)

Witness the enchanting Christmas light displays along Fort Lauderdale’s Millionaire’s Row from the comfort of a 21ft Bayliner on this festive two-hour shared cruise (ONLY …More

Fort Lauderdale, USA

5.0 (2)

SHARED - 2h Holiday Lights Cruise Tour in Fort Lauderdale (6pax)

Witness the enchanting Christmas light displays along Fort Lauderdale’s Millionaire’s Row from the comfort of a 21ft Bayliner on this festive two-hour shared cruise (ONLY...

2 hours Free Cancellation

5.0 (2)

from
$90

Rent the ultimate party boat with Private Charters in Fort Lauderdale. Our 40-foot Coast Guard-approved pontoon accommodates up to 20 guests for a memorable day …More

Fort Lauderdale, USA

5.0 (3)

Party Boat Charters in Fort Lauderdale

Rent the ultimate party boat with Private Charters in Fort Lauderdale. Our 40-foot Coast Guard-approved pontoon accommodates up to 20 guests for a memorable day...

2 to 6 hours

5.0 (3)

from
$1,155

Private Miami Boat Experience | Up to 10 Guests

Discover the tropical side of Miami on a private 4-hour boat experience through the stunning waters of Biscayne Bay. Cruise past the Miami skyline, waterfront …More

Miami, USA

4.4 (5)

Private Miami Boat Experience | Up to 10 Guests

Discover the tropical side of Miami on a private 4-hour boat experience through the stunning waters of Biscayne Bay. Cruise past the Miami skyline, waterfront...

4 hours Free Cancellation

4.4 (5)

from
$450

Half-Day Miami River Hop-On Hop-Off Boat Tour with Boat Party

Spend 4 hours of fun-in-the-sun at the famous Nixon Sandbar just west of Key Biscayne. The trip begins with a splendid cruise along the Miami …More

Miami, USA

5.0 (4)

Half-Day Miami River Hop-On Hop-Off Boat Tour with Boat Party

Spend 4 hours of fun-in-the-sun at the famous Nixon Sandbar just west of Key Biscayne. The trip begins with a splendid cruise along the Miami...

4 hours Free Cancellation

5.0 (4)

from
$400

St Augustine Nights of Lights TIKI Boat Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as …More

St Augustine, USA

5.0 (4)

St Augustine Nights of Lights TIKI Boat Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as...

1 hour Free Cancellation

5.0 (4)

from
$74

Morning Mimosa and Swim 2hr Luxury Cruise in Marathon FL

Experience a relaxing start to your day on a spacious 53’ luxury catamaran as you cruise through the clear waters surrounding Marathon. Enjoy a complimentary …More

Key West, USA

5.0 (3)

Morning Mimosa and Swim 2hr Luxury Cruise in Marathon FL

Experience a relaxing start to your day on a spacious 53’ luxury catamaran as you cruise through the clear waters surrounding Marathon. Enjoy a complimentary...

2 hours Free Cancellation

5.0 (3)

from
$89

Enjoy an exciting 4-hour dolphin swim tour tour to Shell Island on your own private boat with a professional guide. This relaxing adventure includes opportunities …More

Panama City Beach, USA

5.0 (2)

4 Hour Private Dolphin Cruise

Enjoy an exciting 4-hour dolphin swim tour tour to Shell Island on your own private boat with a professional guide. This relaxing adventure includes opportunities...

4 hours Free Cancellation

5.0 (2)

from
$412

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?