Florida Cruises, Sailing & Water Tours

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

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

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 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

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
Half Day Luxury Boat Tour in Bradenton with Snorkeling

Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning (not all …More

Sarasota, USA

Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning (not all...

4 hours Free Cancellation
from
$200
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 …More

Key West, USA

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
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, …More

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
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

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
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 …More

Daytona Beach, USA

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
Guided Clear Kayak Tours on the Silver River

Attention wildlife enthusiasts! Embark on a thrilling kayaking adventure along the spring fed Silver River with a knowledgeable guide who will provide insightful commentary throughout …More

Orlando, USA

Attention wildlife enthusiasts! Embark on a thrilling kayaking adventure along the spring fed Silver River with a knowledgeable guide who will provide insightful commentary throughout...

1 hour 30 minutes Free Cancellation
5.0 (1)
from
$74
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

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

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
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

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

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

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
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 …More

Sarasota, USA

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

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

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

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

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

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
2-Hour Airboat Adventure

Get ready for the ultimate Florida adventure with a thrilling two-hour airboat tour through the wild and breathtaking Everglades! Led by experienced U.S. Coast Guard–licensed …More

Orlando, USA

Get ready for the ultimate Florida adventure with a thrilling two-hour airboat tour through the wild and breathtaking Everglades! Led by experienced U.S. Coast Guard–licensed...

2 hours Free Cancellation
5.0 (1)
from
$115

Frequently Asked Questions

These answers are based on answers previously given to Key West Private Charters customers' questions.

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