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 Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour Little Toot Dolphin Adventure at Clearwater Beach 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 →

Seven Isles of Fort Lauderdale Kayak Tour

Our most popular tour in the heart of Fort Lauderdale’s Venetian Isles. You will see a combination of mansions, mega yachts, sail boats, marine & …More

Fort Lauderdale, USA

4.9 (151)

Seven Isles of Fort Lauderdale Kayak Tour

Our most popular tour in the heart of Fort Lauderdale’s Venetian Isles. You will see a combination of mansions, mega yachts, sail boats, marine &...

2 hours Free Cancellation

4.9 (151)

from
$101

Kayak Adventure of Shell Key Preserve & Island with a Local

Hi, I'm Scott. Karissa and I are the owners and only guides at Island Kayak Tours. We will guide you through the mangrove tunnels (tide …More

St Petersburg, USA

5.0 (186)

Kayak Adventure of Shell Key Preserve & Island with a Local

Hi, I'm Scott. Karissa and I are the owners and only guides at Island Kayak Tours. We will guide you through the mangrove tunnels (tide...

3 hours Free Cancellation

5.0 (186)

from
$59

Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people. …More

Fort Myers, USA

5.0 (56)

Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people....

4 hours Free Cancellation

5.0 (56)

from
$600

LED Bio Comb Jelly Clear Bottom Kayak or Paddleboard Tour!

Clear Bottom Kayak or Paddleboard with LED lights and watch the underwater night show come to life! Possible sightings of Bioluminescent Dinoflagellates (Glowing water!) during …More

Cocoa Beach, USA

5.0 (46)

LED Bio Comb Jelly Clear Bottom Kayak or Paddleboard Tour!

Clear Bottom Kayak or Paddleboard with LED lights and watch the underwater night show come to life! Possible sightings of Bioluminescent Dinoflagellates (Glowing water!) during...

1 hour 30 minutes Free Cancellation

5.0 (46)

from
$100

The Florida Keys are world renowned for their captivating sunsets! Set out on this evening cruise from the southern side of the island admiring the …More

Key Largo, USA

5.0 (47)

Private Sunset Cruise in Key Largo

The Florida Keys are world renowned for their captivating sunsets! Set out on this evening cruise from the southern side of the island admiring the...

2 hours Free Cancellation

5.0 (47)

from
$449

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

4.9 (47)

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

4.9 (47)

from
$129

Key West Dolphin Watch and Sunset Sail on Catamaran

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of …More

Key West, USA

4.9 (40)

Key West Dolphin Watch and Sunset Sail on Catamaran

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of...

3 hours Free Cancellation

4.9 (40)

from
$124

Key West: Sunset Sail + Reef Snorkel & Sandbar

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • …More

Key West, USA

5.0 (56)

Key West: Sunset Sail + Reef Snorkel & Sandbar

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? •...

4 hours 30 minutes Free Cancellation

5.0 (56)

from
$150

ELEGANT LUXURY MOTOR YACHT PARTY (*No Hidden Fees*)

Get ready to experience Miami Bay on this Private Tour with our brand new 35' Luxury Motorboat with an area expert captain. Your unforgettable journey …More

Miami, USA

5.0 (1)

ELEGANT LUXURY MOTOR YACHT PARTY (No Hidden Fees)

Get ready to experience Miami Bay on this Private Tour with our brand new 35' Luxury Motorboat with an area expert captain. Your unforgettable journey...

3 hours Free Cancellation

5.0 (1)

from
$699

Explore Miami in Style: Private Boat Cruise with Captain

**PLEASE SELECT A BOAT OPTION CHAPARRAL OR MONTEREY** (Boat can be specified on the special requirement option If a boat is not chosen one will …More

Miami, USA

5.0 (485)

Explore Miami in Style: Private Boat Cruise with Captain

**PLEASE SELECT A BOAT OPTION CHAPARRAL OR MONTEREY** (Boat can be specified on the special requirement option If a boat is not chosen one will...

2 to 4 hours Free Cancellation

5.0 (485)

from
$176

Miami: 3-Hours All Inclusive Party Boat Cruise

The most all inclusive exclusive boat party in Miami. Cruise the Miami skyline with three-hour excursions with a DJ and MC, open bar, dance contests, …More

Miami, USA

4.8 (348)

Miami: 3-Hours All Inclusive Party Boat Cruise

The most all inclusive exclusive boat party in Miami. Cruise the Miami skyline with three-hour excursions with a DJ and MC, open bar, dance contests,...

4 hours

4.8 (348)

from
$120

Private Boat Tour Dolphins Sunsets Shell Island and Snorkeling

Get up close and personal with the dolphins! Even swim with them, if you want to! Our captains will give you the local experience on …More

Panama City Beach, USA

5.0 (49)

Private Boat Tour Dolphins Sunsets Shell Island and Snorkeling

Get up close and personal with the dolphins! Even swim with them, if you want to! Our captains will give you the local experience on...

2 hours Free Cancellation

5.0 (49)

from
$349

Private Miami Beach Boat Tour: Celebrity Homes, raccoons & more

Unlike traditional boat tours, this private Miami Beach experience combines celebrity mansions, hidden islands, crystal-clear sandbars, skyline views, swimming stops, and unique wildlife encounters all …More

Miami, USA

5.0 (102)

Private Miami Beach Boat Tour: Celebrity Homes, raccoons & more

2 to 8 hours Free Cancellation

5.0 (102)

from
$100

90 Minute Miami Everglades Semi Private Airboat Tour

Designed for smaller groups who want to skip the crowds, this Miami Everglades airboat ride balances a private feel with an affordable shared adventure. You’ll …More

Miami, USA

5.0 (46)

90 Minute Miami Everglades Semi Private Airboat Tour

Designed for smaller groups who want to skip the crowds, this Miami Everglades airboat ride balances a private feel with an affordable shared adventure. You’ll...

1 hour 30 minutes Free Cancellation

5.0 (46)

from
$107

All Inclusive St Pete Private Half Day Catamaran Charter

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter …More

St Petersburg, USA

5.0 (1)

All Inclusive St Pete Private Half Day Catamaran Charter

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter...

5 hours Free Cancellation

5.0 (1)

from
$1,700

Barbie Pink Miami Yacht Rental 2 Free Jet skis Private Boat

IMPORTANT: THIS IS NOT AN ALL-INCLUSIVE OFFER. The following additional fees are paid separately directly to third parties: • Marina Fee: $200 • Fuel Rate: …More

Miami, USA

4.8 (205)

Barbie Pink Miami Yacht Rental 2 Free Jet skis Private Boat

IMPORTANT: THIS IS NOT AN ALL-INCLUSIVE OFFER. The following additional fees are paid separately directly to third parties: • Marina Fee: $200 • Fuel Rate:...

2 to 6 hours Free Cancellation

4.8 (205)

from
$99

All Inclusive Full Day Luxury Catamaran Charter

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter …More

St Petersburg, USA

5.0 (1)

All Inclusive Full Day Luxury Catamaran Charter

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter...

7 hours Free Cancellation

5.0 (1)

from
$2,100

Crystal River Manatee Viewing & Sightseeing Boat Tour

With so much wildlife to enjoy, the Nature Coast beckons you to explore! Our Eco-tour will enlighten the wildlife enthusiast, amateur photographer, birdwatcher and every …More

Crystal River, USA

5.0 (62)

Crystal River Manatee Viewing & Sightseeing Boat Tour

With so much wildlife to enjoy, the Nature Coast beckons you to explore! Our Eco-tour will enlighten the wildlife enthusiast, amateur photographer, birdwatcher and every...

1 hour 30 minutes Free Cancellation

5.0 (62)

from
$44

Red Boat Tours - World Famous St Augustine Nights of Lights

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year, …More

St Augustine, USA

4.9 (282)

Red Boat Tours - World Famous St Augustine Nights of Lights

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year,...

1 hour 15 minutes Free Cancellation

4.9 (282)

from
$43

2 Hour Private Sunset Cruise in Panama City Beach

What sets this experience apart is the combination of privacy, location, and a truly relaxed atmosphere on the water. Unlike crowded group tours, this is …More

Panama City Beach, USA

4.1 (9)

2 Hour Private Sunset Cruise in Panama City Beach

What sets this experience apart is the combination of privacy, location, and a truly relaxed atmosphere on the water. Unlike crowded group tours, this is...

2 hours Free Cancellation

4.1 (9)

from
$299

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?