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 →

Rainbow Springs Guided Kayak/ Swim/ Snorkel Adventure

At KP Hole Park, step into one of Florida’s clearest spring-fed waterways & choose an adventure. The park sits directly on the Rainbow River & …More

Orlando, USA

5.0 (8)

Rainbow Springs Guided Kayak/ Swim/ Snorkel Adventure

At KP Hole Park, step into one of Florida’s clearest spring-fed waterways & choose an adventure. The park sits directly on the Rainbow River &...

3 hours Free Cancellation

5.0 (8)

from
$70

4 Hour Private Boat Charter on Clearwater Beach

Skip the crowded pontoon boats and step aboard a private 6-passenger Sea Ray designed for a more personal and unforgettable day on the water. Smaller, …More

Clearwater, USA

5.0 (2)

4 Hour Private Boat Charter on Clearwater Beach

Skip the crowded pontoon boats and step aboard a private 6-passenger Sea Ray designed for a more personal and unforgettable day on the water. Smaller,...

4 hours Free Cancellation

5.0 (2)

from
$600

Get ready to splash, groove, and sip your way through the ultimate sandbar celebration! Whether you're marking a major milestone or just chasing the sunshine, …More

Daytona Beach, USA

5.0 (1)

3-Hour Cruise & Swim with Sandbar Stop

Get ready to splash, groove, and sip your way through the ultimate sandbar celebration! Whether you're marking a major milestone or just chasing the sunshine,...

3 hours Free Cancellation

5.0 (1)

from
$70

Clear Kayak Manatee Viewing Sunset and Glow Tour of Crystal River

You will journey out to some of the clearest water in the world in our ALL clear kayaks with one of our amazing LOCAL guides. …More

Crystal River, USA

4.9 (14)

Clear Kayak Manatee Viewing Sunset and Glow Tour of Crystal River

You will journey out to some of the clearest water in the world in our ALL clear kayaks with one of our amazing LOCAL guides....

2 hours 30 minutes Free Cancellation

4.9 (14)

from
$95

Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

Explore the stunning waters of the Gulf of Mexico and Pine Island Sound on a private, fully customizable boating adventure. Guided by Captain Jenni, the …More

Fort Myers, USA

5.0 (11)

Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

Explore the stunning waters of the Gulf of Mexico and Pine Island Sound on a private, fully customizable boating adventure. Guided by Captain Jenni, the...

6 hours Free Cancellation

5.0 (11)

from
$1,200

On this 6-hour trip we will be exploring the beautiful islands off the coast of St. Petersburg. There are many options for this trip ranging …More

St Petersburg, USA

5.0 (1)

Island Hopping and Snorkeling Trip

On this 6-hour trip we will be exploring the beautiful islands off the coast of St. Petersburg. There are many options for this trip ranging...

6 hours Free Cancellation

5.0 (1)

from
$600

Enjoy thrilling adventures on the water with our jet ski and boat rentals in Tampa Bay, Florida. Set your own pace as you cruise scenic …More

Tampa, USA

4.6 (5)

Jet Ski Adventure in Tampa Bay

Enjoy thrilling adventures on the water with our jet ski and boat rentals in Tampa Bay, Florida. Set your own pace as you cruise scenic...

1 hour

4.6 (5)

from
$110

Blue Springs Kayak & Swim Wildlife Adventure

Blue Springs is old Florida at it's best. Kayaking, Paddle Boarding, Abundant Wildlife & Swimming. You can experience all these on this tour! …More

5.0 (1)

Blue Springs Kayak & Swim Wildlife Adventure

Blue Springs is old Florida at it's best. Kayaking, Paddle Boarding, Abundant Wildlife & Swimming. You can experience all these on this tour!...

4 hours Free Cancellation

5.0 (1)

from
$90

Set sail on the ultimate floating party with Tipsy Parrot Tiki Cruises in Fort Lauderdale. Our custom-built tiki boat offers a unique rental experience for …More

Fort Lauderdale, USA

5.0 (4)

Tipsy Parrot Tiki cruises in Fort Lauderdale

Set sail on the ultimate floating party with Tipsy Parrot Tiki Cruises in Fort Lauderdale. Our custom-built tiki boat offers a unique rental experience for...

2 to 4 hours Free Cancellation

5.0 (4)

from
$70

Join SWFL's only active local biologist guides for an adventure through the Rookery Bay Reserve at the start of the 10,000 islands on the #1 …More

Naples, USA

5.0 (16)

Heart of Rookery Bay Kayak Tour

Join SWFL's only active local biologist guides for an adventure through the Rookery Bay Reserve at the start of the 10,000 islands on the #1...

2 hours 30 minutes Free Cancellation

5.0 (16)

from
$70

Cruise the beautiful Intracoastal Waterway and experience a relaxing, private escape on the water. This 90-minute boat tour offers the perfect way to take in …More

Fort Lauderdale, USA

4.9 (10)

Gypsea Soul Boat Tours in Pompano Beach

Cruise the beautiful Intracoastal Waterway and experience a relaxing, private escape on the water. This 90-minute boat tour offers the perfect way to take in...

90 to 180 minutes Free Cancellation

4.9 (10)

from
$300

Private Sunset Yacht Cruise on the Destin Yacht

**Private & Personalized Sunset charter thoughtfully tailored to your group Discover the beauty of Destin Sunsets with our private yacht charters, perfect for groups seeking …More

Destin, USA

5.0 (2)

Private Sunset Yacht Cruise on the Destin Yacht

**Private & Personalized Sunset charter thoughtfully tailored to your group Discover the beauty of Destin Sunsets with our private yacht charters, perfect for groups seeking...

2 hours Free Cancellation

5.0 (2)

from
$500

Private Holiday Inshore Fishing Charters

Explore Florida's Gulf Coast on a private inshore fishing charter from Holiday through the waters surrounding Anclote Key and nearby backcountry. This diverse coastal fishery …More

Clearwater, USA

5.0 (16)

Private Holiday Inshore Fishing Charters

Explore Florida's Gulf Coast on a private inshore fishing charter from Holiday through the waters surrounding Anclote Key and nearby backcountry. This diverse coastal fishery...

4 to 6 hours Free Cancellation

5.0 (16)

from
$231

Private Melbourne Inshore Fishing Charters

Explore Florida's Space Coast on a private Melbourne inshore fishing charter through the Indian River Lagoon and surrounding backwaters. These scenic waterways combine productive fishing …More

Cocoa Beach, USA

5.0 (1)

Private Melbourne Inshore Fishing Charters

Explore Florida's Space Coast on a private Melbourne inshore fishing charter through the Indian River Lagoon and surrounding backwaters. These scenic waterways combine productive fishing...

4 to 6 hours Free Cancellation

5.0 (1)

from
$225

Private Port St Joe Inshore Fishing Charters

Discover the natural beauty of Florida's Panhandle on a private Port St. Joe inshore fishing charter through St. Joseph Bay and surrounding coastal waters. Known …More

Panama City Beach, USA

4.9 (18)

Private Port St Joe Inshore Fishing Charters

Discover the natural beauty of Florida's Panhandle on a private Port St. Joe inshore fishing charter through St. Joseph Bay and surrounding coastal waters. Known...

4 to 8 hours Free Cancellation

4.9 (18)

from
$213

Small-Group Miami City and Speedboat Tour & Hotel Pick-up

Don't waste your time with Big Bus tours, we'll take you to places you'll never see on a cheap tour. Our city tour is conducted …More

Miami, USA

4.7 (18)

Small-Group Miami City and Speedboat Tour & Hotel Pick-up

Don't waste your time with Big Bus tours, we'll take you to places you'll never see on a cheap tour. Our city tour is conducted...

5 hours

4.7 (18)

from
$119

Private Exotic Freshwater Fishing Charter in South Florida

Discover a side of South Florida that most visitors never experience on this private freshwater fishing charter targeting some of the world's most exciting exotic …More

Boca Raton, USA

5.0 (3)

Private Exotic Freshwater Fishing Charter in South Florida

Discover a side of South Florida that most visitors never experience on this private freshwater fishing charter targeting some of the world's most exciting exotic...

4 hours Free Cancellation

5.0 (3)

from
$169

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to …More

St Augustine, USA

4.8 (8)

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to...

2 hours Free Cancellation

4.8 (8)

from
$199

The 4 Hours is Spent on a luxury motor yacht AT SEA. The vessel is Manned by a USCG certified crew including a Master Captain, …More

Destin, USA

4.9 (8)

4 Hours Happy Hour Cruise

The 4 Hours is Spent on a luxury motor yacht AT SEA. The vessel is Manned by a USCG certified crew including a Master Captain,...

4 hours

4.9 (8)

from
$2,400

Day Trip To Freeport, Grand Bahama - Tickets only

Experience the breathtaking beauty of Freeport, a Caribbean paradise rich in diverse ecosystems and vibrant wildlife. From lush forests and serene nature parks to mysterious …More

Fort Lauderdale, USA

3.7 (3)

Day Trip To Freeport, Grand Bahama - Tickets only

Experience the breathtaking beauty of Freeport, a Caribbean paradise rich in diverse ecosystems and vibrant wildlife. From lush forests and serene nature parks to mysterious...

17 hours

3.7 (3)

from
$270

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?