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 →

Embark on a guided kayak adventure through the breathtaking Indian River Lagoon, one of North America's most biodiverse estuaries. Paddle through winding mangrove tunnels with …More

Daytona Beach, USA

5.0 (1)

Indian River Lagoon Preserve Kayak Tour

Embark on a guided kayak adventure through the breathtaking Indian River Lagoon, one of North America's most biodiverse estuaries. Paddle through winding mangrove tunnels with...

2 hours Free Cancellation

5.0 (1)

from
$50

Dolphin and Sunset tour aboard the Hydro Rocket

Cruise the beaches of Destin and ride the waves aboard the world's largest jet ski. See dolphins up close in there natural habitat as our …More

Destin, USA

5.0 (1)

Dolphin and Sunset tour aboard the Hydro Rocket

Cruise the beaches of Destin and ride the waves aboard the world's largest jet ski. See dolphins up close in there natural habitat as our...

1 hour Free Cancellation

5.0 (1)

from
$34

Delray Beach Yacht Experience A Day on the Water

Envision yourself here! Step aboard 'Envision' and experience the yachting lifestyle aboard our Prestige 560 Fly Bridge Motor Yacht that turns possibilities into realities. With …More

Boca Raton, USA

5.0 (1)

Delray Beach Yacht Experience A Day on the Water

Envision yourself here! Step aboard 'Envision' and experience the yachting lifestyle aboard our Prestige 560 Fly Bridge Motor Yacht that turns possibilities into realities. With...

4 to 8 hours

5.0 (1)

from
$6,200

West Palm Beach Cruising Charters, Cruising Anchoring or Fishing

Cast away on a 34ft Venture center console with shading and restroom or our 31ft Contender center console for a great day or night of …More

West Palm Beach, USA

5.0 (1)

West Palm Beach Cruising Charters, Cruising Anchoring or Fishing

Cast away on a 34ft Venture center console with shading and restroom or our 31ft Contender center console for a great day or night of...

2 to 6 hours Free Cancellation

5.0 (1)

from
$1,000

Miami Luxury Yacht Charter with Jetskis and Water Toys

Experience Miami like a VIP aboard a sleek 53ft luxury yacht... with private jetskis and water toys included. Whether it’s a bachelorette, birthday, or just …More

Miami, USA

5.0 (1)

Miami Luxury Yacht Charter with Jetskis and Water Toys

Experience Miami like a VIP aboard a sleek 53ft luxury yacht... with private jetskis and water toys included. Whether it’s a bachelorette, birthday, or just...

4 hours

5.0 (1)

from
$1,699

All Inclusive Half Day Sunset Catamaran Adventure

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 Half Day Sunset Catamaran Adventure

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...

6 hours Free Cancellation

5.0 (1)

from
$2,000

Ultimate Miami Boat Tour : Mansions & Skyline w/ Optional Pickup

Feast your eyes on mansions and yachts galore as you explore Miami on this Millionaire's Row Miami Sightseeing Cruise. This fully-narrated, bilingual sightseeing cruise with …More

Miami, USA

3.8 (6)

Ultimate Miami Boat Tour : Mansions & Skyline w/ Optional Pickup

Feast your eyes on mansions and yachts galore as you explore Miami on this Millionaire's Row Miami Sightseeing Cruise. This fully-narrated, bilingual sightseeing cruise with...

1 hour 30 minutes

3.8 (6)

from
$47

This is a dual tour experience. Join us for a fun filled day that begins with a magical kayak tour through the majestic mangrove tunnels …More

Sarasota, USA

4.3 (3)

Sarasota Kayak and Food Tour

This is a dual tour experience. Join us for a fun filled day that begins with a magical kayak tour through the majestic mangrove tunnels...

6 hours 30 minutes Free Cancellation

4.3 (3)

from
$199

Luxury 5 Hour Private Yacht Tour to Raccoon Island from FTL

PLEASE READ CAREFULLY This is not just a yacht rental — it’s a fully private, personalized experience designed around you. Unlike crowded group tours, you’ll …More

Fort Lauderdale, USA

5.0 (1)

Luxury 5 Hour Private Yacht Tour to Raccoon Island from FTL

PLEASE READ CAREFULLY This is not just a yacht rental — it’s a fully private, personalized experience designed around you. Unlike crowded group tours, you’ll...

5 hours Free Cancellation

5.0 (1)

from
$2,000

5 Stars Yacht Party & Tour for 13 people

From the pick-up dock, you will explore Bayside, Downtown Miami. From there on a fun cruising ride towards Flagler Monument Island or Marine Stadium Island …More

Miami, USA

5.0 (1)

5 Stars Yacht Party & Tour for 13 people

From the pick-up dock, you will explore Bayside, Downtown Miami. From there on a fun cruising ride towards Flagler Monument Island or Marine Stadium Island...

5.0 (1)

from
$1,599

4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton …More

Sarasota, USA

5.0 (1)

4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton...

4 hours Free Cancellation

5.0 (1)

from
$700

All Inclusive 2 Hour Private Afternoon Sail in Saint Petersburg

Your own 42’ Bali 4.2 catamaran—no crowds, just your group (up to 6). Cushioned lounge seating and shaded areas as a USCG-licensed captain sails prime …More

St Petersburg, USA

5.0 (1)

All Inclusive 2 Hour Private Afternoon Sail in Saint Petersburg

Your own 42’ Bali 4.2 catamaran—no crowds, just your group (up to 6). Cushioned lounge seating and shaded areas as a USCG-licensed captain sails prime...

2 hours Free Cancellation

5.0 (1)

from
$850

Sunset Cruise: Miami Millionaire’s Row Sightseeing Tour

Set sail on Miami’s original Millionaire’s Row™ sightseeing cruise at sunset, family-owned and operated for over 75 years (est. 1950s) from the historic Bayside waterfront. …More

Miami, USA

4.5 (4)

Sunset Cruise: Miami Millionaire’s Row Sightseeing Tour

Set sail on Miami’s original Millionaire’s Row™ sightseeing cruise at sunset, family-owned and operated for over 75 years (est. 1950s) from the historic Bayside waterfront....

90 to 120 minutes Free Cancellation

4.5 (4)

from
$35

Relaxing 2-Hour Sunset Pontoon Cruise in Clearwater

Experience a Relaxing Sunset Cruise in Clearwater for groups up to six End your day on the water with a private 2-hour sunset cruise along …More

Clearwater, USA

5.0 (1)

Relaxing 2-Hour Sunset Pontoon Cruise in Clearwater

Experience a Relaxing Sunset Cruise in Clearwater for groups up to six End your day on the water with a private 2-hour sunset cruise along...

2 hours Free Cancellation

5.0 (1)

from
$375

Robinson Preserve 2 Hour Guided Kayak Tour

Explore the natural wonder of Robinson Preserve on a 2-hour guided clear kayak tour. Paddle through lush mangroves and winding waterways, led by a knowledgeable …More

Sarasota, USA

5.0 (1)

Robinson Preserve 2 Hour Guided Kayak Tour

Explore the natural wonder of Robinson Preserve on a 2-hour guided clear kayak tour. Paddle through lush mangroves and winding waterways, led by a knowledgeable...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$85

Welcome aboard our Ultra-Luxurious 26-foot Axopar Day Boat! Get ready for an unforgettable day on the water aboard this sleek 7 passenger coastal explorer. Luxury …More

West Palm Beach, USA

5.0 (1)

Palm Beach Luxury Day Boat Cruises

Welcome aboard our Ultra-Luxurious 26-foot Axopar Day Boat! Get ready for an unforgettable day on the water aboard this sleek 7 passenger coastal explorer. Luxury...

4 hours

5.0 (1)

from
$300

Salty’s offers a private and intimate sunset experience designed specifically for families, couples, and small groups looking to create lasting memories on the water. Unlike …More

5.0 (1)

Sunset Cruise Port Saint Lucie

Salty’s offers a private and intimate sunset experience designed specifically for families, couples, and small groups looking to create lasting memories on the water. Unlike...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$399

Private Miami Sandbar and Skyline Yacht Experience Up to 13 Guest

We cruise down the Miami river, throughout Biscayne Bay including the downtown Miami skyline, monument island, marine stadium and Nixon sandbar. Itineraries can be customized …More

Miami, USA

5.0 (1)

Private Miami Sandbar and Skyline Yacht Experience Up to 13 Guest

We cruise down the Miami river, throughout Biscayne Bay including the downtown Miami skyline, monument island, marine stadium and Nixon sandbar. Itineraries can be customized...

2 to 8 hours Free Cancellation

5.0 (1)

from
$550

Private 3 Hours Dolphin Tour to Shell Island in Panama City Beach

Make the most of your time in Panama City Beach with a private 3-hour dolphin tour to Shell Island—one of the top-rated experiences on the …More

Panama City Beach, USA

4.3 (3)

Private 3 Hours Dolphin Tour to Shell Island in Panama City Beach

Make the most of your time in Panama City Beach with a private 3-hour dolphin tour to Shell Island—one of the top-rated experiences on the...

3 hours Free Cancellation

4.3 (3)

from
$389

Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat, …More

Key West, USA

5.0 (1)

Key West Sushi and Sunset Cruise

Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat,...

2 hours Free Cancellation

5.0 (1)

from
$91

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?