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 →

Key West Ultimate Beach Pass with Parasailing

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass. …More

Key West, USA

4.7 (19)

Key West Ultimate Beach Pass with Parasailing

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass....

8 hours Free Cancellation

4.7 (19)

from
$107

Explore the wild side of Southwest Florida on a private Naples inshore fishing charter through the legendary Ten Thousand Islands. This remarkable coastal ecosystem features …More

Naples, USA

5.0 (5)

Private Naples Inshore Fishing Charters

Explore the wild side of Southwest Florida on a private Naples inshore fishing charter through the legendary Ten Thousand Islands. This remarkable coastal ecosystem features...

4 to 6 hours Free Cancellation

5.0 (5)

from
$238

Embark on an unforgettable adventure with our guided tours at Merritts Mill Pond! Explore the serene waters of this 202-acre spring-fed pond by kayak or …More

Destin, USA

4.7 (12)

Merritts Mill Pond Eco Adventure

Embark on an unforgettable adventure with our guided tours at Merritts Mill Pond! Explore the serene waters of this 202-acre spring-fed pond by kayak or...

2 hours Free Cancellation

4.7 (12)

from
$65

If you visit Miami, you must make sure to experience its water life! Enjoy a wide range of water activities all at the same location. …More

Miami, USA

3.3 (21)

#1 Speed Boat with Miami Watersports

If you visit Miami, you must make sure to experience its water life! Enjoy a wide range of water activities all at the same location. ...

1 hour Free Cancellation

3.3 (21)

from
$39

Miami: Bus & Boat Ultimate Sightseeing Combo Tour

Discover Miami from every angle with this combo sightseeing tour by open-top bus and boat. Start with a guided bus ride through Miami's iconic neighborhoods: …More

Miami, USA

4.7 (9)

Miami: Bus & Boat Ultimate Sightseeing Combo Tour

Discover Miami from every angle with this combo sightseeing tour by open-top bus and boat. Start with a guided bus ride through Miami's iconic neighborhoods:...

4 hours 30 minutes

4.7 (9)

from
$52

Enjoy an amazing experience aboard our 24ft Sea Ray Sundeck 2016. Enjoy the views of Miami Beach, Key Biscayne, Brickell, Miami River and more on …More

Miami, USA

5.0 (2)

2-hour Miami Boat Tour Per Person Price

Enjoy an amazing experience aboard our 24ft Sea Ray Sundeck 2016. Enjoy the views of Miami Beach, Key Biscayne, Brickell, Miami River and more on...

2 hours Free Cancellation

5.0 (2)

from
$150

Let us whisk you off your feet with tastings of rare bourbons expertly paired with the finest chocolates on our 2 hour tour of the …More

Destin, USA

5.0 (2)

Whiskey & Chocolate Pairing Cruise

Let us whisk you off your feet with tastings of rare bourbons expertly paired with the finest chocolates on our 2 hour tour of the...

2 to 3 hours

5.0 (2)

from
$1,300

During your cruise, you'll have the freedom to customize the itinerary to suit your interests, from leisurely cruising through the scenic Destin Harbor to exploring …More

Destin, USA

5.0 (2)

Destin Dream Yacht

During your cruise, you'll have the freedom to customize the itinerary to suit your interests, from leisurely cruising through the scenic Destin Harbor to exploring...

2 to 8 hours

5.0 (2)

from
$4,950

Private Catamaran Sunset Cruise with Dolphin watching

One of the best ways to relax on your vacation is to view a sunset aboard Destin sailing Adventures. Sit back and relax while Captain …More

Destin, USA

5.0 (4)

Private Catamaran Sunset Cruise with Dolphin watching

One of the best ways to relax on your vacation is to view a sunset aboard Destin sailing Adventures. Sit back and relax while Captain...

2 hours Free Cancellation

5.0 (4)

from
$360

Half-Day Private Cruise in Fort Lauderdale

Come aboard our 2020 fun ship pontoon boat as we show you Beautiful waterways on the ICW. On This tour and experience, you will see …More

Fort Lauderdale, USA

4.3 (7)

Half-Day Private Cruise in Fort Lauderdale

Come aboard our 2020 fun ship pontoon boat as we show you Beautiful waterways on the ICW. On This tour and experience, you will see...

4 hours Free Cancellation

4.3 (7)

from
$680

Grand Miami Jet Ski Tour. Book your Jet Ski Tour with us today and enjoy thrilling speed, crystal clear water, and blue Florida skies that …More

Miami, USA

5.0 (4)

Small-Group Jetski Tour in Miami

Grand Miami Jet Ski Tour. Book your Jet Ski Tour with us today and enjoy thrilling speed, crystal clear water, and blue Florida skies that...

60 to 70 minutes

5.0 (4)

from
$275

Private Sandbar Charter & Island Escape in Key West

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with …More

Key West, USA

5.0 (2)

Private Sandbar Charter & Island Escape in Key West

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with...

4 hours Free Cancellation

5.0 (2)

from
$800

Sun-N-FunTours & Charters offers one of the few opportunities to take out your entire family or larger groups on a private tour. Your boat is …More

Fort Myers, USA

5.0 (3)

2 HR Dolphin Tour for 7 people

Sun-N-FunTours & Charters offers one of the few opportunities to take out your entire family or larger groups on a private tour. Your boat is...

2 hours Free Cancellation

5.0 (3)

from
$550

Fort Lauderdale 4-Hour Private Sandbar Boat Tour & Paddle Boards

Splash Watersports' 4-hour private charter is the classic Fort Lauderdale sandbar day. Meet your licensed Captain at Cox's Landing and cruise the Intracoastal Waterway past …More

Fort Lauderdale, USA

5.0 (1)

Fort Lauderdale 4-Hour Private Sandbar Boat Tour & Paddle Boards

Splash Watersports' 4-hour private charter is the classic Fort Lauderdale sandbar day. Meet your licensed Captain at Cox's Landing and cruise the Intracoastal Waterway past...

4 hours Free Cancellation

5.0 (1)

from
$540

Embark on a luxurious and unforgettable adventure in Southwest Florida. Picture yourself cruising through the pristine waters of the Gulf of Mexico, basking in the …More

Fort Myers, USA

5.0 (1)

Punta Gorda/Cayo Costa/Cabbage Key

Embark on a luxurious and unforgettable adventure in Southwest Florida. Picture yourself cruising through the pristine waters of the Gulf of Mexico, basking in the...

5 to 6 hours Free Cancellation

5.0 (1)

from
$725

Half Day Luxury Boat Tour in Bradenton with Snorkeling

Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning (not all …More

Sarasota, USA

Half Day Luxury Boat Tour in Bradenton with Snorkeling

Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning (not all...

4 hours Free Cancellation

from
$200

4 Hour Private Fishing Excursions in Anna Maria Island

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We …More

Sarasota, USA

5.0 (2)

4 Hour Private Fishing Excursions in Anna Maria Island

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We...

4 hours Hotel pickup offered

5.0 (2)

from
$800

3 Hour Charter from Maximo Park View with Lunch or Snacks

Join us as we depart Maximo Park for an unforgettable journey around the Boca Ciega Bay and the Gulf of Mexico in beautiful St. Petersburg. …More

St Petersburg, USA

4.3 (6)

3 Hour Charter from Maximo Park View with Lunch or Snacks

Join us as we depart Maximo Park for an unforgettable journey around the Boca Ciega Bay and the Gulf of Mexico in beautiful St. Petersburg....

3 hours Free Cancellation

4.3 (6)

from
$149

90 Minute Jet Ski Ft Desoto Sand Bar Tour

Our new 2024 GTX 300's have arrived! Spend a fabulous 90 minutes on the water (longer times available) with our professional guide. We often see …More

St Petersburg, USA

5.0 (4)

90 Minute Jet Ski Ft Desoto Sand Bar Tour

Our new 2024 GTX 300's have arrived! Spend a fabulous 90 minutes on the water (longer times available) with our professional guide. We often see...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$199

Destin: Luxury Crab Island Pontoon Charter w/ Restroom (Up to 18)

This is the ultimate Crab Island pontoon experience for private parties. This pontoon is rated for up to 18 passengers and is fully equipped for …More

Destin, USA

5.0 (2)

Destin: Luxury Crab Island Pontoon Charter w/ Restroom (Up to 18)

This is the ultimate Crab Island pontoon experience for private parties. This pontoon is rated for up to 18 passengers and is fully equipped for...

4 hours

5.0 (2)

from
$1,350

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?