Top Sarasota Cruises, Sailing & Water Tours

Anna Maria Island Dolphins & Beginners Snorkeling Adventure 3hrs

Splash into an unforgettable adventure where playful dolphins, gentle manatees, and crystal-clear waters await—perfect for first-time snorkelers and nature lovers alike, this private tour is …More

Likely to Sell Out
Likely to Sell Out

Splash into an unforgettable adventure where playful dolphins, gentle manatees, and crystal-clear waters await—perfect for first-time snorkelers and nature lovers alike, this private tour is...

3 hours Free Cancellation
4.8 (4)
from
$580
Siesta Key 2 Hour Private Charter- Siestas Best Dolphin Tour

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip …More

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip...

2 hours Free Cancellation
5.0 (6)
from
$420
Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter …More

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter...

4 hours Free Cancellation
5.0 (6)
from
$715
Anna Maria Island Dolphins & Beginners Snorkeling Adventure 4Hrs

This private 4-hour tour blends beginner-friendly snorkeling with unforgettable dolphin and manatee sightings. Designed for all ages and comfort levels, it offers a perfect mix …More

Likely to Sell Out
Likely to Sell Out

This private 4-hour tour blends beginner-friendly snorkeling with unforgettable dolphin and manatee sightings. Designed for all ages and comfort levels, it offers a perfect mix...

4 hours Free Cancellation
5.0 (2)
from
$700
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

Likely to Sell Out
Likely to Sell Out

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
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 …More

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
Guided Mangrove Tunnel Kayak Tour at Lido Key

Discover the beauty of Sarasota's mangroves with a self-guided or guided kayak rental from Lido Beach. Perfect for all ages, our 2-hour kayak tours take …More

Discover the beauty of Sarasota's mangroves with a self-guided or guided kayak rental from Lido Beach. Perfect for all ages, our 2-hour kayak tours take...

2 hours Free Cancellation
5.0 (8)
from
$59
Inshore Fishing by Charter in Sarasota

Looking for an adventure that really showcases what the waters of West Florida have to offer? Captain James specializes in targeting Floridian-famous fish such as …More

Looking for an adventure that really showcases what the waters of West Florida have to offer? Captain James specializes in targeting Floridian-famous fish such as...

4 hours Free Cancellation
5.0 (2)
from
$600
3 Hour Private Boat Tour

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around! …More

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!...

3 hours Free Cancellation
5.0 (8)
from
$585
Dolphin Watching and Sunset Cruise in Sarsota

Explore the stunning Sarasota coastline with Tortuga Boat Adventures. Enjoy a private boat tour tailored to your group's needs, whether it's dolphin watching, sunset cruises, …More

Explore the stunning Sarasota coastline with Tortuga Boat Adventures. Enjoy a private boat tour tailored to your group's needs, whether it's dolphin watching, sunset cruises,...

2 to 6 hours Free Cancellation
5.0 (5)
from
$450
Sunset Boat Tour Around Anna Maria Island

History: As we navigate the serene waters, immerse yourself in the rich history of the Cortez Fishing Village. Breathtaking Views: Witness the spectacular sunset over …More

History: As we navigate the serene waters, immerse yourself in the rich history of the Cortez Fishing Village. Breathtaking Views: Witness the spectacular sunset over...

2 hours Free Cancellation
5.0 (9)
from
$450
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

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
4 Hour Private Fishing Excursions in Anna Maria Island

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We …More

Gulfcart Charters thrives to give each and every guest a fun, funny, informative fishing or tour experience! No idea how to fish!?!? NO PROBLEM! We...

4 hours Hotel pickup offered
5.0 (2)
from
$800
Anna Maria Island 2hr Private Sandbar Tour

Led by an experienced and friendly captain. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to …More

Led by an experienced and friendly captain. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to...

2 hours Free Cancellation
5.0 (4)
from
$460
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

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
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

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
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

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
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

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
Sarasota Superstar 112 Superyacht 4 Hours Charter

Step aboard Superstar, our stunning 112’ Westport, for a 4 hour day that defines effortless, elevated yachting. Your experience begins with a VIP touch—arrive by …More

Likely to Sell Out
Likely to Sell Out

Step aboard Superstar, our stunning 112’ Westport, for a 4 hour day that defines effortless, elevated yachting. Your experience begins with a VIP touch—arrive by...

4 hours
from
$7,313
Sarasota 63’ Peace Prestige 630 |4hr Private Sunset Yacht Charter

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living …More

Likely to Sell Out
Likely to Sell Out

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living...

4 hours
from
$4,873

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