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 →

4 Hours Private Boat Tour To Egmont Key State Park

If you’ve ever dreamt of exploring your very own deserted island, a day trip to Egmont Key State Park may just be just the ticket. …More

St Petersburg, USA

5.0 (2)

4 Hours Private Boat Tour To Egmont Key State Park

If you’ve ever dreamt of exploring your very own deserted island, a day trip to Egmont Key State Park may just be just the ticket....

4 hours Free Cancellation

5.0 (2)

from
$625

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury …More

Key West, USA

4.9 (10)

Dry Tortugas National Park Day Trip by Luxury Private Boat

Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury...

8 hours Free Cancellation

4.9 (10)

from
$250

Pedal Kayak Mangrove Tunnel Tour in Bradenton

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Florida. Immerse yourself in the natural beauty of the …More

Sarasota, USA

5.0 (1)

Pedal Kayak Mangrove Tunnel Tour in Bradenton

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Florida. Immerse yourself in the natural beauty of the...

3 hours Free Cancellation

5.0 (1)

from
$74

Airboat Rides in Palm Beach With Captain Wayne

Captain Wayne the original Airboat Captain in Palm Beach county and West Palm Beach A true Glades man with over 40 years experience and a …More

West Palm Beach, USA

5.0 (20)

Airboat Rides in Palm Beach With Captain Wayne

Captain Wayne the original Airboat Captain in Palm Beach county and West Palm Beach A true Glades man with over 40 years experience and a...

1 hour Free Cancellation

5.0 (20)

from
$139

Florida Keys Backcountry Eco Tour from Big Pine Key

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands …More

Key West, USA

5.0 (35)

Florida Keys Backcountry Eco Tour from Big Pine Key

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands...

2 hours Free Cancellation

5.0 (35)

from
$399

Clear Kayak Three Sisters Springs Sunset and Glow Tour

There's no better way to experience the beauty of Crystal River than with sunsets, Three Sisters Springs, and Glow tours in all clear kayaks. This …More

Crystal River, USA

5.0 (10)

Clear Kayak Three Sisters Springs Sunset and Glow Tour

There's no better way to experience the beauty of Crystal River than with sunsets, Three Sisters Springs, and Glow tours in all clear kayaks. This...

2 hours 30 minutes Free Cancellation

5.0 (10)

from
$79

Capt. Mike, a Snook Bight Marina Fishing Pro staff guide, is happy to assist you in every way from baiting your hook, casting and cleaning …More

Fort Myers, USA

5.0 (12)

Fishing Charter Fort Myers Beach

Capt. Mike, a Snook Bight Marina Fishing Pro staff guide, is happy to assist you in every way from baiting your hook, casting and cleaning...

4 hours Free Cancellation

5.0 (12)

from
$625

Private Cayo Costa Shelling & Cabbage Key Boat Tour

Cruise to historic Cabbage Key for lunch, followed by beach time and shelling on beautiful Cayo Costa! Dolphins are often encountered on this trip. Includes …More

5.0 (6)

Private Cayo Costa Shelling & Cabbage Key Boat Tour

Cruise to historic Cabbage Key for lunch, followed by beach time and shelling on beautiful Cayo Costa! Dolphins are often encountered on this trip. Includes...

4 hours 30 minutes Free Cancellation

5.0 (6)

from
$500

Private Clearwater Beach Tandem Kayak & Island Adventure

* PRICE IS PER TANDEM KAYAK FOR 2 PEOPLE! * Skip the crowded group tours and experience Clearwater from the water at your own pace. …More

Clearwater, USA

5.0 (12)

Private Clearwater Beach Tandem Kayak & Island Adventure

* PRICE IS PER TANDEM KAYAK FOR 2 PEOPLE! * Skip the crowded group tours and experience Clearwater from the water at your own pace....

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$165

48ft, FREE HOUR & Jet Ski Options - Up to 13 Guest

Reserve your private Miami yacht rental with Feeling Yachty. Step aboard a 48ft luxury yacht departing from Rickenbacker Marina and explore Biscayne Bay, Key Biscayne, …More

Miami, USA

4.9 (23)

48ft, FREE HOUR & Jet Ski Options - Up to 13 Guest

Reserve your private Miami yacht rental with Feeling Yachty. Step aboard a 48ft luxury yacht departing from Rickenbacker Marina and explore Biscayne Bay, Key Biscayne,...

2 to 5 hours Free Cancellation

4.9 (23)

from
$399

2 Hour Private Sandbar and Sunset Charter Islamorada Florida

Come aboard and take in the famous Florida Keys sunset! Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Come aboard …More

Islamorada, USA

5.0 (7)

2 Hour Private Sandbar and Sunset Charter Islamorada Florida

Come aboard and take in the famous Florida Keys sunset! Our authentic catamaran-style tiki boats are the perfect combination of fun and relaxation. Come aboard...

2 hours Free Cancellation

5.0 (7)

from
$499

Miami Private Yacht Experience Sandbar, Skyline, Celebrity homes

Are you ready to party or relax in the beautiful Miami waters? Welcome aboard and cruise on a 42ft Luxury Yacht through Miami’s Biscayne Bay …More

Miami, USA

5.0 (4)

Miami Private Yacht Experience Sandbar, Skyline, Celebrity homes

Are you ready to party or relax in the beautiful Miami waters? Welcome aboard and cruise on a 42ft Luxury Yacht through Miami’s Biscayne Bay...

2 to 6 hours Free Cancellation

5.0 (4)

from
$380

What makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal waterways. Unlike …More

Sarasota, USA

5.0 (2)

Dock Hop Cruise in Sarasota

What makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal waterways. Unlike...

4 to 6 hours Free Cancellation

5.0 (2)

from
$595

Small Group Manatee and Wildlife Sightseeing Eco Tours

Join our USCG Master Captain at Fort Island Trail Park to embark on a 2 hour tour around Kings Bay and/or The Crystal River. Explore …More

Crystal River, USA

5.0 (11)

Small Group Manatee and Wildlife Sightseeing Eco Tours

Join our USCG Master Captain at Fort Island Trail Park to embark on a 2 hour tour around Kings Bay and/or The Crystal River. Explore...

2 hours Free Cancellation

5.0 (11)

from
$52

Clearwater Sunset Cruise – October through March

Experience Clearwater’s golden hour aboard Salt Therapy with Captain Clearwater. This 2-hour private sunset cruise is pure Florida magic—dolphins playing in the fading light, the …More

Clearwater, USA

5.0 (8)

Clearwater Sunset Cruise – October through March

Experience Clearwater’s golden hour aboard Salt Therapy with Captain Clearwater. This 2-hour private sunset cruise is pure Florida magic—dolphins playing in the fading light, the...

2 hours Free Cancellation

5.0 (8)

from
$260

Full Day Boat Charter Formula Thunderbird

Terrific Boat Charters is a perfect option for families and friends looking for a carefree day out on the tropical waters of Biscayne Bay. We …More

Miami, USA

5.0 (1)

Full Day Boat Charter Formula Thunderbird

Terrific Boat Charters is a perfect option for families and friends looking for a carefree day out on the tropical waters of Biscayne Bay. We...

8 hours Free Cancellation

5.0 (1)

from
$1,060

5-Hour Private Clearwater Adventure – Islands & Wildlife

Set out on Salt Therapy with Captain Chris, a U.S. Coast Guard veteran with over 40 years on the waters of Clearwater and the Gulf …More

Clearwater, USA

5.0 (3)

5-Hour Private Clearwater Adventure – Islands & Wildlife

Set out on Salt Therapy with Captain Chris, a U.S. Coast Guard veteran with over 40 years on the waters of Clearwater and the Gulf...

5 hours Free Cancellation

5.0 (3)

from
$575

Fort Lauderdale Venice of America Sunset Cruise

Discover why Fort Lauderdale is called the "Venice of America" on this unforgettable sunset cruise aboard the Sea Rocket. Glide through the iconic Intracoastal Waterway, …More

Fort Lauderdale, USA

4.6 (20)

Fort Lauderdale Venice of America Sunset Cruise

Discover why Fort Lauderdale is called the "Venice of America" on this unforgettable sunset cruise aboard the Sea Rocket. Glide through the iconic Intracoastal Waterway,...

1 hour Free Cancellation

4.6 (20)

from
$30

Jupiter 2Hr Sightseeing Charter Private Up to 6 Guests

Experience the best of Jupiter from the water on this relaxing and private 2-hour sightseeing cruise. Glide through calm, clear Intracoastal waterways and take in …More

West Palm Beach, USA

5.0 (2)

Jupiter 2Hr Sightseeing Charter Private Up to 6 Guests

Experience the best of Jupiter from the water on this relaxing and private 2-hour sightseeing cruise. Glide through calm, clear Intracoastal waterways and take in...

2 hours Free Cancellation

5.0 (2)

from
$385

When you arrive at the meeting point, your guide will greet you with a quick, easy introduction to kayaking. We’ll take time to get everyone …More

Destin, USA

5.0 (4)

Yellow River Kayak Tour

When you arrive at the meeting point, your guide will greet you with a quick, easy introduction to kayaking. We’ll take time to get everyone...

2 to 3 hours Free Cancellation

5.0 (4)

from
$89

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?