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 →

Airboat Tours Florida Everglades With Captain Wayne

Experience the Thrill of the Everglades on an Airboat Adventure! For over 40 years, your family-owned company has been offering unforgettable Everglades airboat tours that …More

Fort Lauderdale, USA

5.0 (2)

Airboat Tours Florida Everglades With Captain Wayne

Experience the Thrill of the Everglades on an Airboat Adventure! For over 40 years, your family-owned company has been offering unforgettable Everglades airboat tours that...

1 hour Free Cancellation

5.0 (2)

from
$139

Fort Myers Beach 1.5hr Jet Ski Dolphin Tour

Discover the natural beauty of Southwest Florida from the seat of your own Sea-Doo on an exciting 1.5-hour guided dolphin eco-tour. Follow your experienced guide …More

Fort Myers, USA

5.0 (3)

Fort Myers Beach 1.5hr Jet Ski Dolphin Tour

Discover the natural beauty of Southwest Florida from the seat of your own Sea-Doo on an exciting 1.5-hour guided dolphin eco-tour. Follow your experienced guide...

2 hours Free Cancellation

5.0 (3)

from
$250

Private Family Pensacola Inshore Fishing Tour

Turn your time in Pensacola into a family fishing adventure designed to be enjoyed together. This private inshore tour offers a fun and approachable way …More

Pensacola, USA

5.0 (2)

Private Family Pensacola Inshore Fishing Tour

Turn your time in Pensacola into a family fishing adventure designed to be enjoyed together. This private inshore tour offers a fun and approachable way...

4 hours Free Cancellation

5.0 (2)

from
$238

End your day or kick off your night in Fort Lauderdale with a relaxing sunset cruise aboard a floating tiki bar. Enjoy the vibrant colors …More

Fort Lauderdale, USA

5.0 (3)

Tiki Bar Boat Sunset Cruise

End your day or kick off your night in Fort Lauderdale with a relaxing sunset cruise aboard a floating tiki bar. Enjoy the vibrant colors...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$93

Take a relaxed sunset sightseeing cruise along the Halifax River stretch of the Intracoastal Waterway near Daytona Beach. Enjoy waterfront views around Port Orange and …More

Daytona Beach, USA

4.5 (2)

Daytona FL Sunset Tour

Take a relaxed sunset sightseeing cruise along the Halifax River stretch of the Intracoastal Waterway near Daytona Beach. Enjoy waterfront views around Port Orange and...

1 hour 30 minutes Free Cancellation

4.5 (2)

from
$44

Private Sunset Cruise and Dolphin Sightings in Destin

Embark on this private scenic cruise and experience the beautiful beaches, restaurants, and waterfront homes of Destin and surrounding areas. Set off from Fort Walton …More

Destin, USA

5.0 (3)

Private Sunset Cruise and Dolphin Sightings in Destin

Embark on this private scenic cruise and experience the beautiful beaches, restaurants, and waterfront homes of Destin and surrounding areas. Set off from Fort Walton...

2 hours Free Cancellation

5.0 (3)

from
$350

Rhythm of the Night Tour Party Boat St. Augustine, FL

Our "Rhythm of the Night" tour offers a lively evening experience on the water, combining music, dancing, and stunning views of the city’s skyline. As …More

St Augustine, USA

5.0 (1)

Rhythm of the Night Tour Party Boat St. Augustine, FL

Our "Rhythm of the Night" tour offers a lively evening experience on the water, combining music, dancing, and stunning views of the city’s skyline. As...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$47

Private Everglades Inshore Fishing Charter in Chokoloskee

Experience and explore Everglades Chokoloskee area surrounded by the backwaters of the Ten Thousand Islands, centrally located between the east and west coasts on the …More

Everglades National Park, USA

4.7 (7)

Private Everglades Inshore Fishing Charter in Chokoloskee

Experience and explore Everglades Chokoloskee area surrounded by the backwaters of the Ten Thousand Islands, centrally located between the east and west coasts on the...

4 to 8 hours Free Cancellation

4.7 (7)

from
$727

Private Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and …More

Key West, USA

5.0 (2)

Private Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and...

4 hours Free Cancellation

5.0 (2)

from
$217

Private Sarasota Inshore Fishing Charters

Discover Sarasota from the water on a private inshore fishing charter through Sarasota Bay, Lido Key, and the surrounding backwaters. Just minutes from downtown, this …More

Sarasota, USA

5.0 (3)

Private Sarasota Inshore Fishing Charters

Discover Sarasota from the water on a private inshore fishing charter through Sarasota Bay, Lido Key, and the surrounding backwaters. Just minutes from downtown, this...

4 to 6 hours Free Cancellation

5.0 (3)

from
$225

COMBO Miami City & Boat Tours,Stops at Wynwood and Little Havana

Experience the best of Miami by land and sea on this comprehensive tour! Begin with a 3-hour city tour aboard an open-top bus. Take in …More

Miami, USA

3.6 (17)

COMBO Miami City & Boat Tours,Stops at Wynwood and Little Havana

Experience the best of Miami by land and sea on this comprehensive tour! Begin with a 3-hour city tour aboard an open-top bus. Take in...

5 hours Free Cancellation

3.6 (17)

from
$70

Private Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We …More

Naples, USA

5.0 (3)

Private Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We...

4 to 6 hours Free Cancellation

5.0 (3)

from
$217

Private Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is …More

Naples, USA

4.7 (6)

Private Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is...

4 to 6 hours Free Cancellation

4.7 (6)

from
$238

Private Fort Pierce Inshore Fishing Tours

Discover Florida's Treasure Coast from the water on a private Fort Pierce inshore fishing charter through the Indian River Lagoon and surrounding backwaters. This diverse …More

5.0 (1)

Private Fort Pierce Inshore Fishing Tours

Discover Florida's Treasure Coast from the water on a private Fort Pierce inshore fishing charter through the Indian River Lagoon and surrounding backwaters. This diverse...

4 to 6 hours Free Cancellation

5.0 (1)

from
$213

Private Cape Canaveral Deep Sea Fishing Charter

Head beyond the shoreline and experience the excitement of Atlantic sportfishing on a private deep sea fishing charter from Cape Canaveral. Florida's Space Coast provides …More

Cape Canaveral, USA

5.0 (3)

Private Cape Canaveral Deep Sea Fishing Charter

Head beyond the shoreline and experience the excitement of Atlantic sportfishing on a private deep sea fishing charter from Cape Canaveral. Florida's Space Coast provides...

5 to 7 hours Free Cancellation

5.0 (3)

from
$225

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch …More

Key West, USA

5.0 (1)

Private Sunset Sail in Key West Florida

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch...

2 hours Free Cancellation

5.0 (1)

from
$750

Destin Harbor Sightseeing Dolphin Cruise

This cruise begins November 01. It is great for travelers and snowbirds to view Destin from a new perspective. Cruise the Destin Harbor, Bay & …More

Destin, USA

5.0 (1)

Destin Harbor Sightseeing Dolphin Cruise

This cruise begins November 01. It is great for travelers and snowbirds to view Destin from a new perspective. Cruise the Destin Harbor, Bay &...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$49

Join us on an unforgettable sunset river kayak tour with RiverWitch Kayak Rentals & Tours! Guided by a passionate Certified Florida Master Naturalist, Land Steward, …More

5.0 (1)

Sunset Glow Kayak Tour

Join us on an unforgettable sunset river kayak tour with RiverWitch Kayak Rentals & Tours! Guided by a passionate Certified Florida Master Naturalist, Land Steward,...

1 hour 45 minutes Free Cancellation

5.0 (1)

from
$60

Imagine being on a private tour with up to 9 of your friends and family watching the night skies turn to amber and then full …More

Daytona Beach, USA

5.0 (1)

Private Sunrise Cruise in Florida

Imagine being on a private tour with up to 9 of your friends and family watching the night skies turn to amber and then full...

3 hours Free Cancellation

5.0 (1)

from
$550

Sailing into the sunset on a personalized luxury Yacht Charter

Enjoy the Miami beach scene at the World Famous Haulover Sandbar in this 68-foot Azimut. It’s one of the hottest party destinations, and we want …More

5.0 (1)

Sailing into the sunset on a personalized luxury Yacht Charter

Enjoy the Miami beach scene at the World Famous Haulover Sandbar in this 68-foot Azimut. It’s one of the hottest party destinations, and we want...

4 hours Free Cancellation

5.0 (1)

from
$3,900

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?