Sarasota On the Water

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 teach young

From $800.00 USD

4-Hour Private Inshore Fishing Trip in Sarasota

Looking for an adventure that really showcases what the waters of Sarasota have to offer? Captain James Gibson is an inshore fishing fanatic, and he can’t wait

★ 4.7 (22)

From $675.00 USD

6 Hour Private Fishing Tour in Sarasota with Master Captain Bill

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure as you reel in the catch of the day dur

★ 4.0 (4)

From $425.00 USD

90 Minute LED Illuminated Clear Kayak Night Adventure Tour

Explore the serene waters of Clam Bayou on our clear kayak tours, perfect for adventurers of all skill levels. Paddle beneath a stunning canopy of mangroves wit

From $59.99 USD

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

The only Glass Bottom 100% Clear Kayak tour in Anna Maria Island, Florida. Experience kayaking with a completely clear view into the ocean. We search for sea sh

★ 4.5 (291)

Anna Maria island 2 hour Dolphin Tours

Embark on a private two-hour adventure through Florida’s pristine waters, where you’ll witness dolphins and manatees up close, take in the peaceful beauty of hi

★ 5.0 (41)

From $475.00 USD

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 pro

★ 5.0 (4)

From $460.00 USD

Bradenton Luxury Private Charter Rental: Boat Rental with Captain

At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a b

From $899.00 USD

Clear Kayak Ecotour at Robinson Preserve in Bradenton, Florida

Add this adventure to your bucket list + take in these amazing views in a 100% Clear Kayak on an ecotour at Robinson Preserve! Paddling in these truly unique ka

★ 4.8 (60)

From $79.00 USD

Clear Kayak Glass Bottom Day Tour - Anna Maria Island

The only Glass Bottom 100% Clear Kayak Tour in Anna Maria Island, Florida Experience kayaking with a completely clear view of the ocean. We search for seashells

★ 4.5 (88)

Clear Kayak Glass Bottom Day Tour - Sarasota

The only Glass Bottom 100% Clear Kayak tour in Sarasota, Florida. Experience kayaking with a completely clear view into the ocean. We search for sea shells, sta

★ 4.4 (27)

Clear Kayak Morning Tour in Anna Maria Island

Explore the waters of Anna Maria Island Sound in 100% crystal-clear kayaks, offering unique views of marine life both beneath and above the surface. Paddle thro

★ 5.0 (3)

Clear Kayak Private Guided Day and Night Tours in Florida

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night. During th

★ 5.0 (5)

From $60.00 USD

Coastal Wildlife Kayak Tour

Happy Paddler is the only kayak outfitter with private launch access to the beautiful waters between Anna Maria Island and Longboat Key, avoiding crowded public

★ 5.0 (47)

Destination and or Special Occasion Cruise

Craft a personalized itinerary or rely on the expertise of your captain to showcase the best of Sarasota and its surroundings. Destinations may include iconic l

From $595.00 USD

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

From $595.00 USD

Dolphin Watching boat tour around Anna Maria Island

Expert Guided Tours: Led by an experienced captain and guide. Unmatched Viewing Opportunities: Our boat is designed to offer the best viewing experiences. With

★ 5.0 (15)

From $450.00 USD

Double Kayak Rental in Anna Maria Island

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more t

From $61.00 USD

Efoil Ocean Adventure on a Flite Scooter! Sarasota.

Experience the thrill of gliding above the water. Our Flite Board adventure is designed for water lovers of all skill levels, from first-time riders to seasoned

★ 5.0 (3)

From $300.00 USD

Emerson Point Kayak Tour

This eco-adventure combines the best of Florida's coastal habitats in one unforgettable experience. Paddle through the serene mangrove tunnels of Emerson Point

From $71.00 USD

Experience Parasailing in Sarasota

We utilizes the newest technology and systems to provide anyone with a safe, soft, controlled parasailing experience. Our state-of-the-art vessel is built solel

★ 4.6 (10)

From $99.00 USD

Family Friendly Fishing Charters in Sarasota with Captain Gregg

Fishing in Sarasota offers an unforgettable adventure with Captain Gregg, who brings 30 years of expertise to the charter experience. Targeting the best fishing

From $725.00 USD

Fly Above Water Efoil Adventure in Sarasota. A Must Do!

Cruising on an eFoil is an unbeatable water adventure. Our expert instructors provide top-tier guidance and prioritize safety to get you flying effortlessly ove

★ 5.0 (36)

From $300.00 USD

Glow Boats Sunset Glow Clear Kayak Tour at Anna Maria Island

Watch the sunset over Anna Maria Island, then paddle into the night in a glowing clear kayak, lighting up the water beneath you as marine life moves below. Glo

★ 4.9 (12)

From $70.00 USD

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 you thr

★ 5.0 (6)

From $59.00 USD

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

From $700.00 USD

HydroCats - 2 Hour CraigCat Sightseeing Tour

The 2 seater CraigCat Catamarans! It’s a unique watercraft that is in a class of its own with its Compact Boats. It’s the world’s finest and only compact power

★ 5.0 (399)

From $145.78 USD

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

From $600.00 USD

Kayak Rentals - Emerson Point

Unlike crowded launch sites, Emerson Point offers direct access to calm, protected waters that are ideal for paddlers of all experience levels. Choose between a

From $58.00 USD

Lido Key Pedal Kayak Tour in Sarasota

Liquid Blue Outfitters offers guided pedal kayak tours in Sarasota, Florida, featuring easy-to-use pedal-drive kayaks that feel just like riding a bike. This ha

★ 5.0 (166)

From $74.00 USD

Longboat Key Golden Hour Clear Kayak Tour

As the sun dips below the horizon, glide through the tranquil waters of Longboat Key in a clear kayak on this 75-minute sunset tour. Launching from Little Beach

From $50.00 USD

Manatee Discovery Anna Maria Island

If you've ever wanted to witness the wonder of manatees in their natural habitat, our Manatee Discovery Tour is the perfect choice for you. What sets our activi

★ 5.0 (608)

From $55.00 USD

Mangrove Forest Tour with Photo Shoot

Embark on an unforgettable adventure through the hidden mangrove tunnels of Sarasota. This immersive three-hour eco-tour guides you through serene, narrow chann

From $110.00 USD

Mangrove Kayak Tour on Anna Maria Sound

Experience the best of Florida's Gulf Coast as you paddle from the open waters of Anna Maria Sound into the winding mangrove tunnels of Sarasota Bay. This tour

From $71.00 USD

Mangrove Tunnel & Manatee Kayak Eco-Tour

Paddle into one of Lido Key’s most unique eco-adventures: the mangrove tunnels. This guided kayak tour takes you through calm, winding waterways where mangrove

★ 4.9 (1142)

From $59.00 USD

Mangrove Tunnels Pedal Kayak Eco-Tour in Anna Maria

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Anna Maria, Florida. Immerse yourself in the natural be

★ 5.0 (33)

From $74.00 USD

Mangroves, Midnight Pass & Hidden Beach Kayak Tour | Siesta Key

Just a few minutes away from all the hustle and bustle of Sarasota is our favorite local beach, Turtle Beach. It is only a few short miles from the main Siesta

★ 4.7 (110)

From $60.00 USD

Night Glow Clear Kayak Adventure in Anna Maria Island

Glow Boats offers a one-of-a-kind nighttime kayaking experience in 100% clear kayaks illuminated with some of the brightest LED lights in the area, allowing you

From $70.00 USD

Paddle Board Rental in Anna Maria Island

Skip the hassle and get straight to the water with our premium Stand Up Paddle Board rentals, located just 100 yards from the gulf beach in Anna Maria. Free p

From $62.00 USD

Parasailing Adventure above the Gulf of Mexico

At YOLO Adventures, experience the thrill of a lifetime by soaring above the Anna Maria Island and Gulf Coast parasailing. Gentle takeoffs, water dips when requ

★ 4.9 (35)

From $95.00 USD

Parasailing Adventure in Anna Maria Island

Get a different perspective of the Anna Maria Island on this adventure and feel at ease with a detailed safety briefing before your flight. This activity is sui

★ 4.9 (76)

From $119.00 USD

Parasailing Adventure In Bradenton Beach & Anna Maria Island, FL

Fly Higher. Fly Longer. Fly Safer. Sea Rocket is the ONLY parasailing operator authorized to reach 400 feet—the maximum altitude allowed in the Greater Tampa Ba

★ 4.8 (253)

From $89.99 USD

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

From $74.00 USD

Private 4 hr Fishing Tour with Master Captain Bill Phillips

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure with as you reel in the catch of the da

★ 5.0 (8)

From $325.00 USD

Private 8 hour Fishing Activity with Master Captain Bill

Embark on a thrilling adventure into the Gulf of Mexico. We will target a variety of fish, grouper, kingfish, redfish, cobia, amberjack, tarpon, and an occasion

From $575.00 USD

Private Day Boating Charter out of Sarasota, Floridsa

You deserve to have some fun with your crew! Whether you are on vacation or want to feel like you are on vacation, this salt water vessel has it all! Relax or

From $1,150.00 USD

Private Mangrove Tunnel & Manatee Kayak Tour — Lido Key

This is a fully private tour — no other guests join your group. That means your guide's attention, the pace, and the route are tailored entirely to you. Famili

★ 4.9 (85)

From $85.00 USD

Private Party Boat Rental in Bradenton Beach & Anna Maria Island

Experience the thrill of a private double decker party boat charter on the stunning waters of Bradenton Beach. Cruise the Gulf Coast, anchor at pristine sandbar

★ 4.2 (5)

From $579.99 USD

Private Sandbar Boat Party in Sarasota

The fully private 4-hour sandbar boat party is the absolute best way to enjoy a day in Sarasota!! Once you've boarded the boat with your food, drinks and suppli

From $749.00 USD

Private Siesta Funship Adventure/Dolphin Cruise Sandbar Stops

We are the only Captained boat with a slide in Siesta Key area. Leave your worries at the dock. We'll take great care of you.

★ 4.9 (53)

From $750.00 USD

Private Sunset Cruise

What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an i

★ 5.0 (7)

From $495.00 USD

Public Sandbar Trip Swim Relax and Explore

Discover the beauty of Anna Maria Island on this 2.5-hour Public Sandbar Trip. Cruise through the beautiful local waters to Jewfish Key or another popular sandb

★ 4.8 (28)

From $78.66 USD

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

From $85.00 USD

Robinson Preserve Mangrove Tour

What sets our mangrove kayak tour apart is the unique opportunity to explore the stunning Robinson Preserve. Glide through the calm waterways, surrounded by the

★ 5.0 (140)

From $55.00 USD

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at a sandbar, witne

★ 5.0 (10)

From $495.00 USD

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Our most popular Tour is the Clear Kayak LED Glass Bottom Night Tour in Sarasota Florida. We use 10,000 Lumens of LED Light to brighten the seafloor in every cl

★ 4.7 (633)

Sarasota Guided Fishing Trips

Have questions about what happens on one of our guided experiences? Contact us and we will personalize the trip for exactly what your crew is looking for!

From $900.00 USD

Sarasota Guided Mangrove Tunnel Kayak Tour

There is a reason that the Mangrove Tunnels of Lido Key are a must-do experience when visiting the Gulf Coast. We launch from Ted Sperling Nature Park (190 Taft

★ 5.0 (2765)

From $59.00 USD

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 of our beautiful Lido K

★ 4.3 (3)

From $198.95 USD

Sarasota Mangrove Tunnel Guided Kayak Adventure

Our guided kayak adventure is the best of its kind in the area! Our expert guides have vast knowledge of the local flora and fauna, as well as the fascinating l

★ 4.9 (1311)

Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 3Hr

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four di

From $1,824.00 USD

Seabob Adventure in Sarasota, Siesta Key Beach Florida

Are you relaxing on the white sands of Siesta Key and looking for an exciting beach activity? Look no further! Seabobs offer easy-to-use throttle and speed sett

★ 4.8 (4)

From $220.00 USD

Sharkey's Glass Bottom Kayak Night Tour with Fish Feeding!

Everyone has kayaked during the day—but at night, it’s a whole new experience. Your easy-to-maneuver kayaks are equipped with powerful LED lights that illuminat

★ 4.6 (5)

From $62.00 USD

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 or sunset (sunset times will vary thr

★ 5.0 (6)

From $420.00 USD

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 on and a

★ 5.0 (4)

From $715.00 USD

Siesta Key 6 Hour, Fun Filled Day on the Water. Build Your Day!

Your private boat charter with captain for the day! You'll have the best time experiencing our beautiful waters around Siesta Key and Sarasota. We will help you

From $1,025.00 USD

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Our most popular Tour is the Clear Kayak LED Glass Bottom Night Tour in Siesta Key Florida. We use 10,000 Lumens of LED Light to brighten the seafloor in every

★ 4.6 (261)

Single Kayak Rental in Anna Maria Island

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more t

From $39.00 USD

Single Kayak Rentals at The Bay

Launch your adventure from The Bay Park in downtown Sarasota with a 2-hour kayak or paddle board rental. Paddle calm, scenic waters surrounded by mangroves and

From $35.00 USD

Sunrise Kayak Adventure Tour

This tour takes guests through Sarasota Bay, scenic mangrove tunnels, and beautiful sunrise locations near the Sarasota bridges and islands. Guests may also see

From $90.00 USD

Sunset Kayaking with Dolphins

What sets our sunset dolphin tour apart is the magical experience of witnessing these incredible creatures in the golden glow of the setting sun. As you kayak t

★ 5.0 (160)

From $60.00 USD

Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the beaut

★ 4.7 (3)

From $399.99 USD

Sunset Scenic Adventure Tour

This tour takes guests through Sarasota Bay, scenic mangrove tunnels, and beautiful sunset locations near the Sarasota bridges and islands. Guests may also see

From $90.00 USD

Sunset Tour From Anna Maria Island

Escape the crowds on a peaceful sunset paddle through the calm waters of Anna Maria Sound. Explore the secluded sandbars of Jewfish Key, where you'll search for

From $84.50 USD

The Island Tour

What sets our kayak adventure apart is the incredible variety of marine life you'll encounter! Dolphins, manatees, birds, fish, and shells galore! As we paddle

★ 5.0 (260)