Top Clearwater Outdoor Activities

The Gulf of Mexico is known for wild dolphin sightings and this tour from Clearwater Beach helps you discover the pods. Climb aboard the Little Toot, a tugboat-style boat, that creates a big wake that dolphins like to play in. While you’re out on the water, enjoy lively commentary about the dolphins and the surrounding area.

Dolphin encounters are quite common in the Gulf of Mexico, but this boat tour lets you get a closer look at them. Sail out towards Compass Island and keep your eyes peeled for the playful creatures while your captain provides commentary about your surroundings. Then, once you reach the island, jump in the water to search for marine life, collect shells, or simply enjoy the water.

Take to the skies on a helicopter tour of Clearwater Beach and its surroundings. You'll have bird's-eye views of the white sands, turquoise water, Pier 60, golf courses, and the barrier islands. This is a great way to escape the crowds and gain another perspective on this popular vacation destination. Booking in advance means you won't risk a sold-out tour.

Enjoy the exclusivity of a private boat trip for you and your party during this half- or full-day excursion. Your captain guides you through waterways for up-close views of wild dolphins and stops at secluded islands where you have time to relax on pristine beaches and swim in the Gulf of Mexico. Feel free to customize the itinerary with your captain to suit your group's interests. Price is per boat.

Experience the best of Florida’s coast aboard your own private boat. Charter this spacious boat for a few hours or an entire day and tell the captain what you’d like to see. Then, sit back and relax while you sail on the Gulf of Mexico in search of pristine beaches or idyllic swim spots. Book this experience for a special occasion or just a casual boat day.

Discover the best of Clearwater Beach and cover a lot of ground on a guided Segway tour. Join your guide and small group for a roll down the boardwalk, across Causeway Bridge, Pier 60, and more. Enjoy commentary about the area from your guide, keep your eyes peeled for dolphins in the distance, and enjoy panoramic views while you ride.

Take a daytime or evening cruise around Clearwater, Florida aboard the Calypso Queen. A lunch or dinner buffet, as well as an open bar featuring rum punch, wine, and beer, is included. The evening cruise includes a DJ and dancing.

Embark on a scenic journey to find bottlenose dolphins on this dolphin-watching cruise near Clearwater in Florida. From Clearwater Bay to the turquoise waters of the Gulf of Mexico, enjoy the incredible views along the Intracoastal Waterway. See and hear about the celebrity mansions on the coast, and listen as the captain shares interesting facts about the natural wonders of the Gulf Coast region. Snacks and beverages are available for purchase on board. Dolphin sightings are guaranteed on this exciting tour.

Spice up any Florida vacation with a cruise on Tampa Bay. Beginning in Clearwater, enjoy a beautiful sunset (depending upon the time of year) and listen to live music on board the elegant 'StarLite Majesty' yacht. Choose from one of the open-air observation decks or the climate-controlled dining cabin inside. For dinner (at own expense), choose from several delicious gourmet meal entrees along with salad, dessert, and coffee or tea. Then dance the night away or take a romantic stroll along the deck.

Watch as day turns into night off the coast of Florida on this sunset cruise from Clearwater. Enjoy the scenery and peaceful calm of a late-afternoon cruise on board a double-decker catamaran vessel with plenty of space to stretch out and soak up the breathtaking view. Watch a beautiful Florida sunset as the sun glows and gently settles into the Gulf of Mexico. Toast the new evening with a glass of Champagne.

Spend a fun day out on the water aboard the Funship during this excursion from Clearwater, Florida. Board your private vessel, complete with a built-in slide, and explore the waterways, islands, and beaches. Whether you want to soak up the sun, swim, shell on nearby beaches, or even go snorkeling, your day is spent how you want it.

Feel the rush of today's modern muscle cars. Reach speeds up to 100 mph as your race down the dragstrip! If you have not felt the adrenaline of drag racing you are in for a treat. Go head to head with a group of thrill seekers and you might just walk away a champion!

Cruise out on the Gulf of Mexico and watch the sun dip below the horizon on this cruise from Clearwater. Sail along the Intercoastal Waterway, keeping an eye out for bottlenose dolphins and listening to commentary about your surroundings. Just as the sun is setting, guests 21 and older enjoy a champagne toast before sailing back to the dock.

Soak up some of Florida’s most spectacular beachy scenery, and enjoy a relaxing excursion out on the water, on this private boat charter. Pick between half- and full-day itineraries; meet your guide at your preferred local address; and hop aboard the 27-foot (8-meter), double-decker boat. Depending on your preferences, you can visit barrier islands and comb for seashells, swim and snorkel, relax on board and spot wildlife, and more.

We offer the exclusive clear kayak tour of Tarpon Springs! Looking for an adventure? Our guides will take care of setting up the kayaks, guiding you along the way, help you search for manatees, and educating you about the area - all you have to do is come and paddle with us! Our kayak tour has several historical, picturesque stops along the way where guests will hear a bit about local history, wildlife, marine life, and plant life while paddling through the bayous of Tarpon Springs.

Climb aboard a schooner for an afternoon of sailing in Clearwater Beach with this tour. Enjoy sea breezes and admire views of the coastline during this scenic cruise. Keep an eye out for wildlife like dolphins and manatees during the sail. Guests are permitted to bring alcoholic beverages on board the schooner.

50-foot shark themed vessel. The only shark that dolphins love, producing a "MEGA" wake that dolphins love to jump and play in. Covered vessel with sun area. Padded seats and restroom.

Leonardo da Vinci is known as one of the world’s greatest minds. In this escape room experience, you must try to get in the mind of the great inventor before the clock runs out. You and your team must work together to gather clues, decipher hidden messages, and trip mechanisms to win the game.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

The Gulf Coast town of Dunedin may be small but it’s full of history. Discover the best of Dunedin on a small-group bike tour and discover landmarks like Hammock Park, Kellogg Mansion, the Fenway Hotel, and more. Listen to the town’s history from your guide and keep your eyes peeled for local wildlife while riding along the trail.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

This price is for a 3 hour private boat charter ideal for families, bachelorette parties, bachelor parties, and friends seeking a unique water experience. This activity allows you more time to experiment with our different water sports and a little exploration of the Clearwater barrier islands. Easily allowing time for all members of the group to participate. Our boat offers a premium sound system allowing you to play your own music while tearing up the waves.

Explore the Florida coast aboard your own boat with this half- or full-day charter. Sit back and relax as your guide takes you past barrier islands and unspoiled beaches on the Gulf of Mexico. Spend your day basking in the Florida sun, swimming in the warm waters, and searching for local marine life. This rental is great for special occasions or just a fun day on the water.

Enjoy a day of adventure exploring the barrier islands of Clearwater Beach. Get away from the crowds and see dolphins, island hop, snorkel, shell, and park on secluded islands away from all the crowded beaches. Play or relax on our 18ft. water mat and bring as many drinks and food as you want! We offer sunset tours as well! These tours are great for families, friends, bachelorette parties, bachelor parties, work parties, reunions, marriage proposals, birthdays, anniversaries, and you're want to get away for the days! These tours can be customized from 2-6 hours.