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 →

Dolphin Excursions, Sunset Tours and Snorkeling & Shelling Tours

Embark on an unforgettable adventure with ParrotDise Express Boat Tours, offering premier Dolphin Excursions and captivating Sunset Tours in Clearwater and Dunedin. Cruise aboard the …More

Clearwater, USA

5.0 (10)

Dolphin Excursions, Sunset Tours and Snorkeling & Shelling Tours

Embark on an unforgettable adventure with ParrotDise Express Boat Tours, offering premier Dolphin Excursions and captivating Sunset Tours in Clearwater and Dunedin. Cruise aboard the...

2 hours 30 minutes Free Cancellation

5.0 (10)

from
$43

Private Sandbar Cruise Cruisin Tikis (1 hr 45 min)

Explore the wild!If you're looking for Tiki fun in the sun, then Sandbar Cruises are the way to go! The Sandbar is where all the …More

West Palm Beach, USA

5.0 (47)

Private Sandbar Cruise Cruisin Tikis (1 hr 45 min)

Explore the wild!If you're looking for Tiki fun in the sun, then Sandbar Cruises are the way to go! The Sandbar is where all the...

1 hour 45 minutes

5.0 (47)

from
$320

Snorkel Tour Christ of the Deep Statue Excursion in Key Largo

Step aboard the Sundiver III and a friendly crew will assist you in having the most memorable and safe experiences. We have been proving this …More

Key Largo, USA

5.0 (4)

Snorkel Tour Christ of the Deep Statue Excursion in Key Largo

Step aboard the Sundiver III and a friendly crew will assist you in having the most memorable and safe experiences. We have been proving this...

2 hours 30 minutes Free Cancellation

5.0 (4)

from
$75

Go Tiki Tours Clearwater"#1 Floating Tiki Boat" Bathroom on Board

We provide the perfect 2 hour Floating Tiki Boat for any of your event needs… whether you're celebrating birthdays, anniversaries, graduations, retirements, or bachelor/bachelorette parties, …More

Clearwater, USA

5.0 (8)

Go Tiki Tours Clearwater"#1 Floating Tiki Boat" Bathroom on Board

We provide the perfect 2 hour Floating Tiki Boat for any of your event needs… whether you're celebrating birthdays, anniversaries, graduations, retirements, or bachelor/bachelorette parties,...

2 hours

5.0 (8)

from
$60

BYOB Tiki Cruise in Clearwater Beach with Dolphin Watching

Set sail on a lively Tiki Getaway cruise along Clearwater Beach, where you can soak in the sun and enjoy the open air. This 1.5 …More

Clearwater, USA

5.0 (3)

BYOB Tiki Cruise in Clearwater Beach with Dolphin Watching

Set sail on a lively Tiki Getaway cruise along Clearwater Beach, where you can soak in the sun and enjoy the open air. This 1.5...

90 to 120 minutes Free Cancellation

5.0 (3)

from
$25

Private Sunset & Skyway Bridge Lights Tour in St. Petersburg, FL

Set sail on a peaceful evening cruise from St. Pete Beach and enjoy one of the Gulf Coast’s most magical views—a Florida sunset over the …More

St Petersburg, USA

5.0 (1)

Private Sunset & Skyway Bridge Lights Tour in St. Petersburg, FL

Set sail on a peaceful evening cruise from St. Pete Beach and enjoy one of the Gulf Coast’s most magical views—a Florida sunset over the...

3 hours Free Cancellation

5.0 (1)

from
$578

Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions. …More

Tampa, USA

5.0 (2)

Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions....

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$513

This cruise is exclusively once a month with your pup. We cruise the beautiful Naples Bay passing by the gorgeous multi-million dollar homes on our …More

Naples, USA

5.0 (10)

Bark on the Ark

This cruise is exclusively once a month with your pup. We cruise the beautiful Naples Bay passing by the gorgeous multi-million dollar homes on our...

3 hours 30 minutes

5.0 (10)

from
$101

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment …More

Miami, USA

4.9 (12)

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment...

3 to 30 minutes Free Cancellation

4.9 (12)

from
$600

Fort Myers Beach: 1 Hour Guided SUP/Kayak Experience

Explore Southwest Florida like never before on our 1-hour SUP or Kayak Tour! Join Kayak Excursions on a fun, guided trip around Pelican Bay. Take …More

Fort Myers, USA

5.0 (7)

Fort Myers Beach: 1 Hour Guided SUP/Kayak Experience

Explore Southwest Florida like never before on our 1-hour SUP or Kayak Tour! Join Kayak Excursions on a fun, guided trip around Pelican Bay. Take...

1 hour Free Cancellation

5.0 (7)

from
$60

Clear Kayak Private Guided Day and Night Tours in Florida

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night. …More

Sarasota, USA

5.0 (5)

Clear Kayak Private Guided Day and Night Tours in Florida

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night....

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$60

Tiki Time! A Public Cruise to Sandbars, See Dolphins or Sunset.

Only have a couple people and don't want to pay for a whole boat. We've got you covered! Come join us for some fun on …More

St Petersburg, USA

5.0 (3)

Tiki Time! A Public Cruise to Sandbars, See Dolphins or Sunset.

Only have a couple people and don't want to pay for a whole boat. We've got you covered! Come join us for some fun on...

2 hours Free Cancellation

5.0 (3)

from
$85

Barrier Island Shelling Tour The Barrier Island Shelling Tour is the ultimate shelling adventure for those looking to discover rare and beautiful seashells in untouched, …More

Naples, USA

5.0 (2)

Private Barrier Island Shelling Tour

Barrier Island Shelling Tour The Barrier Island Shelling Tour is the ultimate shelling adventure for those looking to discover rare and beautiful seashells in untouched,...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$625

Private Sunset Eco Tour of Marco & 10,000 Islands

Come see an amazing sunset on the Gulf! Some of the best sunsets in the world are in SW Florida—best seen on a sunset boat …More

Naples, USA

5.0 (3)

Private Sunset Eco Tour of Marco & 10,000 Islands

Come see an amazing sunset on the Gulf! Some of the best sunsets in the world are in SW Florida—best seen on a sunset boat...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$500

Private Catamaran: Snorkel, Swim and Dolphin Watching

Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take …More

Destin, USA

5.0 (1)

Private Catamaran: Snorkel, Swim and Dolphin Watching

Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take...

3 hours Free Cancellation

5.0 (1)

from
$465

37ft Private Yacht Experience in Miami for 12 people

Experience Miami from the water aboard your own private yacht. This exclusive charter gives you front‑row access to the city’s iconic skyline, celebrity homes, and …More

Miami, USA

5.0 (2)

37ft Private Yacht Experience in Miami for 12 people

Experience Miami from the water aboard your own private yacht. This exclusive charter gives you front‑row access to the city’s iconic skyline, celebrity homes, and...

2 to 4 hours Free Cancellation

5.0 (2)

from
$290

Island Hop Tampa Bay Private Boat Excursion

Welcome aboard Staying Afloat Party Boat Tampa for an island hopping extravaganza you'll never forget! Our private boat adventure in Tampa Bay is all about …More

Tampa, USA

4.9 (31)

Island Hop Tampa Bay Private Boat Excursion

Welcome aboard Staying Afloat Party Boat Tampa for an island hopping extravaganza you'll never forget! Our private boat adventure in Tampa Bay is all about...

4 hours

4.9 (31)

from
$680

Private Half-Day Charter Tour in Naples, Florida

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the …More

Naples, USA

5.0 (24)

Private Half-Day Charter Tour in Naples, Florida

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the...

4 hours Free Cancellation

5.0 (24)

from
$700

Key West Wreckers Race Aboard Schooner America 2.0

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in …More

Key West, USA

4.9 (14)

Key West Wreckers Race Aboard Schooner America 2.0

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in...

3 hours

4.9 (14)

from
$127

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at …More

Sarasota, USA

5.0 (10)

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at...

3 to 8 hours Free Cancellation

5.0 (10)

from
$495

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Florida Cruises, Sailing & Water Tours are:

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?