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 →

St Augustine Live Music Sunset Sail & Nights of Lights Viewing

A 2-hour sunset sail with live music that becomes a front-row view of St. Augustine's Nights of Lights. Board a 65-foot catamaran at Vilano Beach, …More

St Augustine, USA

4.9 (20)

St Augustine Live Music Sunset Sail & Nights of Lights Viewing

A 2-hour sunset sail with live music that becomes a front-row view of St. Augustine's Nights of Lights. Board a 65-foot catamaran at Vilano Beach,...

2 hours Free Cancellation

4.9 (20)

from
$79

Private Palm Beach Inshore Fishing Charters

Experience Palm Beach from the water on a private inshore fishing charter through the Intracoastal Waterway and surrounding backwater canals. Just minutes from downtown and …More

West Palm Beach, USA

5.0 (33)

Private Palm Beach Inshore Fishing Charters

Experience Palm Beach from the water on a private inshore fishing charter through the Intracoastal Waterway and surrounding backwater canals. Just minutes from downtown and...

4 to 6 hours Free Cancellation

5.0 (33)

from
$213

Experience one of South Florida's most exciting freshwater adventures on a private Peacock Bass Fishing Charter in Boynton Beach. Fish the area's scenic network of …More

West Palm Beach, USA

5.0 (12)

Private Peacock Bass Fishing Charter in Boynton Beach

Experience one of South Florida's most exciting freshwater adventures on a private Peacock Bass Fishing Charter in Boynton Beach. Fish the area's scenic network of...

4 hours Free Cancellation

5.0 (12)

from
$145

Private Orlando Deep Sea Fishing Charter

Trade Orlando's attractions for an exciting day on the Atlantic with a private deep sea fishing charter departing from the Cape Canaveral area. This experience …More

Cape Canaveral, USA

5.0 (81)

Private Orlando Deep Sea Fishing Charter

Trade Orlando's attractions for an exciting day on the Atlantic with a private deep sea fishing charter departing from the Cape Canaveral area. This experience...

5 to 9 hours Free Cancellation

5.0 (81)

from
$242

Private 4 hour Boat Rental with Captain in Fort Lauderdale!

BN Boating offers a unique experience on the water. Our amazing 24ft Sea Ray Sundeck 240 2016 is a perfect option to enjoy time with …More

Fort Lauderdale, USA

4.8 (19)

Private 4 hour Boat Rental with Captain in Fort Lauderdale!

BN Boating offers a unique experience on the water. Our amazing 24ft Sea Ray Sundeck 240 2016 is a perfect option to enjoy time with...

4 hours Free Cancellation

4.8 (19)

from
$600

Private Lake Okeechobee Bass Charter Near Boca Raton

Escape the city and experience one of Florida's most iconic outdoor adventures on a private Lake Okeechobee bass fishing charter near Boca Raton. World-renowned for …More

West Palm Beach, USA

5.0 (19)

Private Lake Okeechobee Bass Charter Near Boca Raton

Escape the city and experience one of Florida's most iconic outdoor adventures on a private Lake Okeechobee bass fishing charter near Boca Raton. World-renowned for...

4 hours Free Cancellation

5.0 (19)

from
$169

Private Fort Lauderdale Boat Tour with Prosecco

Join us in our Fort Lauderdale Boat Tour with Prosecco! Here you will see all of Fort Lauderdale in our 1 hour and a half …More

Fort Lauderdale, USA

5.0 (19)

Private Fort Lauderdale Boat Tour with Prosecco

Join us in our Fort Lauderdale Boat Tour with Prosecco! Here you will see all of Fort Lauderdale in our 1 hour and a half...

1 hour 30 minutes Free Cancellation

5.0 (19)

from
$420

What You’ll Find Expect sand dollars, lightning whelks, alphabet cones, tulip shells, and—on lucky days—the elusive Junonia. Captains share quick tips on reading bars, seams, …More

Naples, USA

5.0 (13)

Half-Day Super Shelling Tour

What You’ll Find Expect sand dollars, lightning whelks, alphabet cones, tulip shells, and—on lucky days—the elusive Junonia. Captains share quick tips on reading bars, seams,...

4 hours Free Cancellation

5.0 (13)

from
$199

Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you …More

Key West, USA

5.0 (15)

Explore the Waters of Key West

Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you...

4 hours Free Cancellation

5.0 (15)

from
$700

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or …More

Key West, USA

5.0 (10)

Key West Nighttime Full Moon Sail

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or...

1 hour 30 minutes Free Cancellation

5.0 (10)

from
$89

Private Clearwater Beach & Dolphin Boat Tour (3 hours, 6 guests)

Come see the best of Clearwater on a PRIVATE boat tour! Along the pristine beaches of Clearwater, Honeymoon Island, and Caladesi Island, we will look …More

5.0 (11)

Private Clearwater Beach & Dolphin Boat Tour (3 hours, 6 guests)

Come see the best of Clearwater on a PRIVATE boat tour! Along the pristine beaches of Clearwater, Honeymoon Island, and Caladesi Island, we will look...

3 hours Free Cancellation

5.0 (11)

from
$585

Madeira Beach - Shell Key - Dolphins - Half Day Private Boat Tour

Best value at the beach. We are a family owned boat tour operator in Madeira Beach. We specialize in private boat tours to secluded sandbars …More

St Petersburg, USA

5.0 (23)

Madeira Beach - Shell Key - Dolphins - Half Day Private Boat Tour

Best value at the beach. We are a family owned boat tour operator in Madeira Beach. We specialize in private boat tours to secluded sandbars...

4 hours Free Cancellation

5.0 (23)

from
$449

Take in the beautiful waters of St Petersburg, Florida while visiting with dolphins and other wildlife in the luxurious and spacious pontoon boat! Whether you …More

St Petersburg, USA

5.0 (14)

3 Hours Pontoon Private Boat Tour

Take in the beautiful waters of St Petersburg, Florida while visiting with dolphins and other wildlife in the luxurious and spacious pontoon boat! Whether you...

3 hours Free Cancellation

5.0 (14)

from
$699

Frisky Mermaid Dolphin Cruise with a Secluded Beach Stop

Ready for a mermazing adventure? You'll enjoy this open air vessel while cruising the bay searching for dolphins and other marine and wildlife with our …More

Pensacola, USA

5.0 (15)

Frisky Mermaid Dolphin Cruise with a Secluded Beach Stop

Ready for a mermazing adventure? You'll enjoy this open air vessel while cruising the bay searching for dolphins and other marine and wildlife with our...

3 hours

5.0 (15)

from
$525

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with …More

Key West, USA

5.0 (10)

Champagne Dolphin Sail and Reef Snorkel

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...

3 hours

5.0 (10)

from
$109

Grab your window seat to a view like no other with one the Tampa Bay area's best kept secrets- sunsets on the Weeki Wachee! Ride …More

5.0 (18)

Weeki Sunset

Grab your window seat to a view like no other with one the Tampa Bay area's best kept secrets- sunsets on the Weeki Wachee! Ride...

2 hours Free Cancellation

5.0 (18)

from
$79

Boat Tour For Sunset Cruise And Sunset Bridge Tour near St Pete

Hey guys, we have two options for our sunset cruise. The first option is the sunset intracoastal cruise. On this we will be on the …More

St Petersburg, USA

5.0 (10)

Boat Tour For Sunset Cruise And Sunset Bridge Tour near St Pete

Hey guys, we have two options for our sunset cruise. The first option is the sunset intracoastal cruise. On this we will be on the...

1 hour 45 minutes Free Cancellation

5.0 (10)

from
$285

Experience Tampa Bay with a true Florida Native. Capt. Jason has been a full-time fishing guide for over 15 years. He will make sure you …More

Tampa, USA

5.0 (16)

4 hour fishing Charter

Experience Tampa Bay with a true Florida Native. Capt. Jason has been a full-time fishing guide for over 15 years. He will make sure you...

4 hours Free Cancellation

5.0 (16)

from
$700

Join us for a cruise throughout Biscayne Bay to see the beautiful skylines of Miami and South beach lit up in their nighttime attire! You'll …More

Miami, USA

4.4 (44)

Miami Twilight Skyline Cruise

Join us for a cruise throughout Biscayne Bay to see the beautiful skylines of Miami and South beach lit up in their nighttime attire! You'll...

1 hour Free Cancellation

4.4 (44)

from
$25

Ride the Waves 2 Hour Scenic Jet Ski Tour in Amelia Island

This tour combines thrilling jet ski adventures with rare opportunities to explore natural and historic treasures. You'll ride through the stunning waters around Amelia and …More

Jacksonville, USA

5.0 (13)

Ride the Waves 2 Hour Scenic Jet Ski Tour in Amelia Island

This tour combines thrilling jet ski adventures with rare opportunities to explore natural and historic treasures. You'll ride through the stunning waters around Amelia and...

2 hours Free Cancellation

5.0 (13)

from
$280

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?