Top Florida Cruises, Sailing & Water Tours

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 →

Private Miami Captained Yacht Rental: Sunset Options

Experience Miami in style aboard your private 33-foot yacht, designed for comfort, relaxation, and unforgettable views. We offer 2, 3, and 4-hour private tours, and …More

Miami, USA

5.0 (690)

Private Miami Captained Yacht Rental: Sunset Options

Experience Miami in style aboard your private 33-foot yacht, designed for comfort, relaxation, and unforgettable views. We offer 2, 3, and 4-hour private tours, and...

2 to 4 hours Free Cancellation

5.0 (690)

from
$199

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to …More

Key West, USA

4.9 (682)

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to...

5 hours Free Cancellation

4.9 (682)

from
$150

Sightseeing and Sunset Catamaran Sailing Excursion

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida, …More

Naples, USA

4.9 (677)

Sightseeing and Sunset Catamaran Sailing Excursion

Set sail on this beautifully appointed Catamaran, "Cool Beans", and start making lasting memories! Cool Beans Cruises is the perfect way to see SW Florida,...

2 hours 30 minutes Free Cancellation

4.9 (677)

from
$75

Mangrove Tunnel Kayak Adventure in Key Largo

As a life long keys resident It is my pleasure to show you the mangrove tunnels that we enjoyed as kids off Key Largo. Enjoy …More

Key Largo, USA

4.9 (658)

Mangrove Tunnel Kayak Adventure in Key Largo

As a life long keys resident It is my pleasure to show you the mangrove tunnels that we enjoyed as kids off Key Largo. Enjoy...

3 hours Free Cancellation

4.9 (658)

from
$70

The Dolphin Cruises are 1 hour narrated cruises through the Destin Harbor, through the East Pass into the Gulf of Mexico and into the Bay …More

Destin, USA

4.8 (652)

Dolphin & Sunset Cruises

The Dolphin Cruises are 1 hour narrated cruises through the Destin Harbor, through the East Pass into the Gulf of Mexico and into the Bay...

1 hour 30 minutes Free Cancellation

4.8 (652)

from
$39

Pensacola Beach Dolphin Cruise & Scenic Sightseeing Tour

Experience Pensacola Beach's most reviewed dolphin cruise aboard the 50-foot Frisky Mermaid — 3,000+ five-star reviews and a crew called the Disney of the Beach. …More

Pensacola, USA

4.9 (649)

Pensacola Beach Dolphin Cruise & Scenic Sightseeing Tour

Experience Pensacola Beach's most reviewed dolphin cruise aboard the 50-foot Frisky Mermaid — 3,000+ five-star reviews and a crew called the Disney of the Beach....

90 to 120 minutes Free Cancellation

4.9 (649)

from
$34

Mega Bite Dolphin Tour Boat in Clearwater Beach

50-foot shark themed vessel. The only shark that dolphins love, producing a "MEGA" wake that dolphins love to jump and play in. Covered vessel with …More

Clearwater, USA

4.8 (641)

Mega Bite Dolphin Tour Boat in Clearwater Beach

50-foot shark themed vessel. The only shark that dolphins love, producing a "MEGA" wake that dolphins love to jump and play in. Covered vessel with...

1 hour Free Cancellation

4.8 (641)

from
$28

Our product is unique because of how easy it is to walk around and see over the side of the boat. Our boat is stable …More

Destin, USA

4.9 (626)

Destin Dolphin Cruise

Our product is unique because of how easy it is to walk around and see over the side of the boat. Our boat is stable...

1 hour 30 minutes Free Cancellation

4.9 (626)

from
$27

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

our shelling and wildlife tours are so much fun! Enjoy paddling through the mangrove tunnels in estero bay then out to big hickory island where …More

Fort Myers, USA

4.9 (601)

2.5hr shelling and dolphin kayak tour

our shelling and wildlife tours are so much fun! Enjoy paddling through the mangrove tunnels in estero bay then out to big hickory island where...

120 to 150 minutes Free Cancellation

4.9 (601)

from
$60

An experience of a lifetime awaits you on this exciting 3 hour snorkeling tour to Swim with Manatees in their natural habitat. Located just 1.5 hours …More

Crystal River, USA

5.0 (601)

Manatee Snorkel Small Group Tour

An experience of a lifetime awaits you on this exciting 3 hour snorkeling tour to Swim with Manatees in their natural habitat. Located just 1.5 hours...

3 hours Free Cancellation

5.0 (601)

from
$95

Whether it’s a curious manatee, friendly dolphin, or colorful starfish – we’ve seen it all! Here’s your chance to get the best window seat possible …More

West Palm Beach, USA

4.9 (599)

Guided Clear Kayak Eco-Tour of Jupiter

Whether it’s a curious manatee, friendly dolphin, or colorful starfish – we’ve seen it all! Here’s your chance to get the best window seat possible...

90 to 120 minutes

4.9 (599)

from
$94

Clear Kayaking Eco Adventure Tour in Marianna

Our clear kayaking tours are guided by top notch guides, who help make this experience amazing! The views of limestone bluffs surrounding the springs are …More

Destin, USA

5.0 (588)

Clear Kayaking Eco Adventure Tour in Marianna

Our clear kayaking tours are guided by top notch guides, who help make this experience amazing! The views of limestone bluffs surrounding the springs are...

120 to 150 minutes Free Cancellation

5.0 (588)

from
$75

Snorkel & Dolphin Sightseeing Tour Aboard the Footloose

Get ready for fun in the sun on this 3-hour dolphin watch and snorkeling adventure. Sail away through the historic Grand Lagoon and see dolphins …More

Panama City Beach, USA

4.8 (578)

Snorkel & Dolphin Sightseeing Tour Aboard the Footloose

Get ready for fun in the sun on this 3-hour dolphin watch and snorkeling adventure. Sail away through the historic Grand Lagoon and see dolphins...

3 hours Free Cancellation

4.8 (578)

from
$49

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and …More

Key West, USA

4.9 (577)

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and...

4 hours Free Cancellation

4.9 (577)

from
$150

Miami Night Skyline Cruise with Open Bar

Welcome aboard the classiest sightseeing boat on Biscayne Bay. This chic vessel features a beautifully decorated main salon with maximalist interior design and a dreamy …More

Miami, USA

4.9 (574)

Miami Night Skyline Cruise with Open Bar

Welcome aboard the classiest sightseeing boat on Biscayne Bay. This chic vessel features a beautifully decorated main salon with maximalist interior design and a dreamy...

2 hours Free Cancellation

4.9 (574)

from
$50

Silver Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Explore Silver Springs in a 100% clear kayak for a unique view of one of Florida’s most iconic spring systems. Guided by local experts, you’ll …More

Orlando, USA

4.9 (573)

Silver Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Explore Silver Springs in a 100% clear kayak for a unique view of one of Florida’s most iconic spring systems. Guided by local experts, you’ll...

2 hours

4.9 (573)

from
$89

Shell Island Inflatable Adventure Park & Dolphin Sightseeing Tour

We'll begin this adventure with a sail through the Grand Lagoon area to our own private playground area off of Shell Island. Once you arrive, …More

Panama City Beach, USA

4.8 (569)

Shell Island Inflatable Adventure Park & Dolphin Sightseeing Tour

We'll begin this adventure with a sail through the Grand Lagoon area to our own private playground area off of Shell Island. Once you arrive,...

3 hours Free Cancellation

4.8 (569)

from
$71

Dolphin Watching/Eco Cruise, John's Pass, Madeira Bch, FL

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch …More

St Petersburg, USA

4.9 (567)

Dolphin Watching/Eco Cruise, John's Pass, Madeira Bch, FL

Join us on the Gulf of Mexico’s best dolphin tour, Dolphin Quest, as we cruise through the picturesque waters of Boca Ciega Bay! Our top-notch...

1 hour 30 minutes Free Cancellation

4.9 (567)

from
$35

Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a …More

Special Offer

Key West, USA

4.9 (558)

Key West Full-Day Catamaran Eco Tour: Sail, Kayak and Dolphin Watch

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a...

6 hours (approx.)

4.9 (558)

~~$125~~
$120

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?

Florida Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with 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?