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 →

Boca Raton Premium Jet Ski Tour - Optional Snorkeling/Lighthouse

Experience the adrenaline of riding our top of the line premium jet-skis through the gorgeous waterways of Delray/Boca Raton, we're the only company offering snorkeling …More

Boca Raton, USA

5.0 (14)

Boca Raton Premium Jet Ski Tour - Optional Snorkeling/Lighthouse

Experience the adrenaline of riding our top of the line premium jet-skis through the gorgeous waterways of Delray/Boca Raton, we're the only company offering snorkeling...

1 hour Free Cancellation

5.0 (14)

from
$270

Experience the magical Naples sunset while cruising on our Edison Explorer. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Naples, USA

4.6 (21)

Naples Sunset Cruise 40' Vessel

Experience the magical Naples sunset while cruising on our Edison Explorer. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes

4.6 (21)

from
$79

90-Minute Guided Eco Airboat Tour in Homosassa

Immerse yourself in the nature of the Gulf Coast with our Eco-Thrill adventure. This 90-minute tour takes you through the Homosassa River and the reefs …More

Crystal River, USA

5.0 (35)

90-Minute Guided Eco Airboat Tour in Homosassa

Immerse yourself in the nature of the Gulf Coast with our Eco-Thrill adventure. This 90-minute tour takes you through the Homosassa River and the reefs...

1 hour 30 minutes

5.0 (35)

from
$94

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and …More

Fort Myers, USA

4.9 (10)

Tiki Pub Amazing Dolphin Eco Adventure

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and...

1 hour 30 minutes Free Cancellation

4.9 (10)

from
$60

Fort Lauderdale Intracoastal Holiday Lights Cruise

Ready to see Fort Lauderdale lit up for the holidays from the water? This holiday lights cruise takes you where tour buses can't go - …More

Fort Lauderdale, USA

4.5 (35)

Fort Lauderdale Intracoastal Holiday Lights Cruise

Ready to see Fort Lauderdale lit up for the holidays from the water? This holiday lights cruise takes you where tour buses can't go -...

1 hour Free Cancellation

4.5 (35)

from
$33

Private Swim with Dolphins And Snorkeling Tour

Come aboard this tour to spot playful dolphins & experience the wondrous marine life of the Florida waters. Expect to see many of Florida's natural …More

Panama City Beach, USA

5.0 (16)

Private Swim with Dolphins And Snorkeling Tour

Come aboard this tour to spot playful dolphins & experience the wondrous marine life of the Florida waters. Expect to see many of Florida's natural...

2 hours Free Cancellation

5.0 (16)

from
$358

Embark on an unparalleled 3-hour Keewaydin Island Shelling Adventure that transcends a simple beach trip, transforming into an immersive journey into the heart of Florida's …More

Naples, USA

4.8 (11)

3 Hour Keewaydin Island Shelling Adventure

Embark on an unparalleled 3-hour Keewaydin Island Shelling Adventure that transcends a simple beach trip, transforming into an immersive journey into the heart of Florida's...

3 hours Free Cancellation

4.8 (11)

from
$133

Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have …More

Naples, USA

5.0 (9)

Marco Island Mangrove Tunnel and Maze Adventure Small group size

Our industry leading small group tours have only 8 people max verses 15 people for your safety and enjoyment. Our kayaks are very stable, have...

2 hours Free Cancellation

5.0 (9)

from
$53

Fort Myers Beach: Guided Kayak Sunset Tour in Pelican Bay

As another amazing day comes to an end, join us on an extraordinary adventure you'll be sure to remember for a lifetime. We'll explore the …More

Fort Myers, USA

4.8 (12)

Fort Myers Beach: Guided Kayak Sunset Tour in Pelican Bay

As another amazing day comes to an end, join us on an extraordinary adventure you'll be sure to remember for a lifetime. We'll explore the...

2 hours Free Cancellation

4.8 (12)

from
$65

Private Luxury Sandbar Excursion in Key West

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether …More

Key West, USA

4.9 (621)

Private Luxury Sandbar Excursion in Key West

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether...

4 hours Free Cancellation

4.9 (621)

from
$1,200

Hold on to your hats on our "Fast & More" Adventure. More twists, turns, extra time, and more fun! A thrilling tour of the wildlife …More

Crystal River, USA

4.5 (29)

Fast & More Airboat Tour

Hold on to your hats on our "Fast & More" Adventure. More twists, turns, extra time, and more fun! A thrilling tour of the wildlife...

1 hour

4.5 (29)

from
$72

Key West Night Cruise aboard Schooner America 2.0

Join us aboard Schooner America 2.0 in Key West for a fun night time experience. During this night cruise in Key West, guests can enjoy …More

Key West, USA

5.0 (5)

Key West Night Cruise aboard Schooner America 2.0

Join us aboard Schooner America 2.0 in Key West for a fun night time experience. During this night cruise in Key West, guests can enjoy...

1 hour 45 minutes Free Cancellation

5.0 (5)

from
$89

Early Bird Sea Rocket Sightseeing Cruise in Fort Lauderdale

Start your Fort Lauderdale day on the water! Glide past Millionaires' Row mansions, celebrity estates, mega-yachts, and the downtown skyline while your captain shares stories …More

Fort Lauderdale, USA

5.0 (6)

Early Bird Sea Rocket Sightseeing Cruise in Fort Lauderdale

Start your Fort Lauderdale day on the water! Glide past Millionaires' Row mansions, celebrity estates, mega-yachts, and the downtown skyline while your captain shares stories...

1 hour Free Cancellation

5.0 (6)

from
$28

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with …More

St Augustine, USA

5.0 (13)

Guided Salt Marsh Kayak Tour

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with...

2 hours Free Cancellation

5.0 (13)

from
$50

Kayaking with a knowledgable, science-educating nature enthusiast is an unparalleled experience. Every tour is unique, we have a set starting point and destination but what …More

Pensacola, USA

5.0 (10)

Pensacola Beach Kayak Tour

Kayaking with a knowledgable, science-educating nature enthusiast is an unparalleled experience. Every tour is unique, we have a set starting point and destination but what...

3 hours Free Cancellation

5.0 (10)

from
$89

1.5 Hour Tiki Boat Harbor and Dolphin Cruise Destin FL

Spend your afternoon exploring the best of Destin’s waterfront on a one-of-a-kind tiki boat! This 12 PM Harbor & Dolphin Cruise offers the perfect mix …More

Destin, USA

5.0 (5)

1.5 Hour Tiki Boat Harbor and Dolphin Cruise Destin FL

Spend your afternoon exploring the best of Destin’s waterfront on a one-of-a-kind tiki boat! This 12 PM Harbor & Dolphin Cruise offers the perfect mix...

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$45

SeaQuest Daytime Dolphin Cruise in Destin

Set sail on Destin's #1 Dolphin Cruise for an unforgettable 1.5-hour adventure. Enjoy a narrated harbor tour while searching for playful dolphins in their natural …More

Destin, USA

5.0 (67)

SeaQuest Daytime Dolphin Cruise in Destin

Set sail on Destin's #1 Dolphin Cruise for an unforgettable 1.5-hour adventure. Enjoy a narrated harbor tour while searching for playful dolphins in their natural...

1 hour 30 minutes Free Cancellation

5.0 (67)

from
$32

Clear Kayak Adventure on Clearwater Beach

Experience Clearwater Beach like never before on a guided clear kayak tour! Paddle through the sparkling turquoise waters and explore the scenic waterways in a …More

Clearwater, USA

5.0 (2)

Clear Kayak Adventure on Clearwater Beach

Experience Clearwater Beach like never before on a guided clear kayak tour! Paddle through the sparkling turquoise waters and explore the scenic waterways in a...

2 hours Free Cancellation

5.0 (2)

from
$70

Screaming Eagle Speedboat Thrill Ride in Destin

Experience the thrill of speed on the Screaming Eagle Speedboat, where adventure meets stunning scenery in Destin's waters. This exhilarating tour showcases Destin Harbor, Choctawhatchee …More

Destin, USA

5.0 (7)

Screaming Eagle Speedboat Thrill Ride in Destin

Experience the thrill of speed on the Screaming Eagle Speedboat, where adventure meets stunning scenery in Destin's waters. This exhilarating tour showcases Destin Harbor, Choctawhatchee...

1 hour Free Cancellation

5.0 (7)

from
$45

Ft Lauderdale to Key West with Optional Activities

Take a day trip from Fort Lauderdale to Key West by bus and enjoy a fun Caribbean atmosphere, street artists, outdoor cafés and more. Key …More

Fort Lauderdale, USA

3.5 (80)

Ft Lauderdale to Key West with Optional Activities

Take a day trip from Fort Lauderdale to Key West by bus and enjoy a fun Caribbean atmosphere, street artists, outdoor cafés and more. Key...

15 hours Free Cancellation

3.5 (80)

from
$99

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?