Clearwater Tours

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.

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.

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.

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.

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.

Take your booze cruise to the next level and hop on a floating tiki bar on Clearwater Beach. Gently float on the Gulf of Mexico while enjoying your favorite cocktail and admiring the natural landscape of Florida’s coast. Bring your choice of beverages and snacks on board and play your favorite tunes with the provided Bluetooth speaker for a relaxing day on the water.

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.

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.

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.

Get ready for a relaxing day on the water with Captain Nick around Clearwater. Three Rooker Island, Dunedin, Tarpon Springs, and Caladesi Island State Park are all visible during your cruise to some secluded beaches only accessible by boat. Bring your own beverages to place in the cooler full of ice and fire up the grill for a barbecue on board if you wish. The tour can depart from Clearwater or Dunedin.

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.

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!

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.

While we all may scream for ice cream, your kids might shout a little louder when seeing a dolphin in the water for the first time. This family-friendly boat tour in Clearwater Beach is the perfect way to cool down under the sun. Comfortable boats designed to keep parents, kids, and everyone else relaxed will whisk you into the Gulf waters in search of playful dolphins. With free ice cream on board, this dolphin tour will keep your family smiling.

OPEN BAR- ALL DRINKS INCLUDED!! ENJOY ICE COLD COCKTAIL OR BEER WHILE TAKING IN THE BEAUTIFUL VIEWS OF CLEARWATER HARBOR. The only Coat Guard Certified Tiki Boat in Clearwater Beach. Up to 18 passengers. Our Clearwater Tiki Boat is perfect for any occasion. Celebrate birthdays, anniversaries, graduations, retirements or a reunion. We specialize in BACHELORETTE/ BACHELOR parties and ENGAGEMENT parties.

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.

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.

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.

Bottlenose dolphins love the waters of Clearwater Beach as much as people do. Get out onto the water and watch these playful creatures swim alongside your boat during this happy hour cruise. If the dolphins don’t put a smile on your face, the cheap “you call it” cocktails on board will. Sit and sip on your favorite alcoholic or nonalcoholic beverages while cruising along the shores of one of the most highly-rated beaches in the nation.

Take a 100% clear kayak-guided tour with us! Enjoy a one-of-a-kind experience where you can come and see Clear through Clearwater! We take great pride in offering amazing clear kayak adventures in the beautiful waters surrounding Clearwater Beach. As experienced Tour Guides, we've worked hard to make sure our tours are anything but run-of-the-mill. We regularly find Dolphins, Manatees, and many other types of wildlife. Our guides have been trained in CPR, first-aid, and ACA Kayak rescue so you can rest assured you’re guide has the training to have a safe and fun tour. Please note that due to license requirements in the city of Clearwater, Guided rental customers at our 69 Bay Esplanade location are required to launch the kayaks themselves. Launching includes Walking a few feet and putting them in the water. We offer wheels to assist with moving the kayaks, and our team is available to offer instruction to ensure a successful launch. Please sea our website for more info.

Spice up any Florida vacation aboard an exciting dance cruise on Clearwater Bay. Beginning in Clearwater Beach, relax, enjoy the beautiful scenery, and listen to live music on board the elegant StarLite Majesty yacht. Choose from the open-air observation deck or select the air-conditioned dining cabin inside. Either way, the view is incredible and the party is just getting started. Upgrade to include a 3-course lunch; there are six delicious meals to choose from, plus a variety of beverages available to purchase.

Clearwater Beach is well-known for its amazing sunsets, though there’s plenty of equally exciting activities to enjoy when the sun is shining. Jump on this fun boat and sail out into Clearwater’s Gulf waters. You’ll glide around the shoreline with your captain pointing out landmarks and celebrity houses. Then, stay aboard for a souvenir shelling experience. No matter how good your searching skills are, everyone will take home seashells and sharks teeth.

While most people take to the seas for their views of the Florida coast, this private helicopter tour shows you the area from a different perspective. Board a helicopter and get a bird’s-eye view of Tampa Bay and its surroundings while you fly. Your dedicated pilot points out important landmarks, like Sunshine Skyway Bridge and downtown St. Petersburg, and provides commentary in the air.

There are boat tours, walking tours, Segway tours and bike tours BUT no one takes you to ALL the nooks and crannies of the Tampa Bay area like we do! Completely customizable. A fun-filled tour of history, information & sites, and personal stories, never a dull moment! Check out all of our 5 star reviews on Google! Add this unique experience to your list of must-dos of Tampa Bay.