Top Clearwater Tours, Sightseeing & Cruises

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.

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.

Established in 1999, Encounters With Dolphins has been safely providing guests the opportunity to view dolphins, learn about Clearwater and enjoy the sand and sun on Compass Island and maybe even take a dip on the island! We are a veteran owned and operated small business founded on the principal of wanting our guests to have the same experiences we would want to have on our vacation! All of us work tirelessly to ensure that all of our customers have an enjoyable, relaxing time with us!

- Our motto is "We SAIL and We SAIL Well"! - 2 hour Sunset sail is the perfect way to enjoy a Gulf coast sunset off Clearwater Beach. Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit. -IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to collect your boarding passes. We require a timely check in to report our passenger count for the USCG and to ensure everyone enjoys a 2-hour cruise -Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed memorable visit. -Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel.

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.

-A 2 hour Daysail is the perfect way to enjoy our smooth afternoon sea breeze as it powers us along the coast of Clearwater Beach. Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit. - IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to collect your boarding passes. We require a timely check in to report our passenger count for the USCG and to ensure everyone enjoys a 2-hour cruise -Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed memorable visit. -Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel. -Our motto is "We SAIL and We SAIL Well"!

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.

Taking off from Clearwater Airpark just minutes from the beach this flight will give you a birds-eye view of some of the top-ten most popular beaches in the world. The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

Departing from Clearwater Airpark just minutes from the beach, what a view from above! Iconic Pier 60 features a boardwalk, fisherman and boats galore, a marina with yachts, a park, and beautiful beaches. The sand is a beautiful white, the marine life is plentiful and you cannot beat the thrill of flying over it all.

Adults and children of all ages love the Little Toot because of our “tug boat” shape and power, we create a huge wake that Dolphins love to jump and play in. The Little Toot offers closer dolphin sightings because the boat is lower to the waters edge. We provide a narrated sightseeing tour of Clearwater Harbor and the Gulf of Mexico.

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.

Our one-of-a-kind floating Tiki Bars are the newest and best way to experience the water. These tiki boats are a lot of fun and should be on everyone’s bucket list! Take in views of Clearwater Beach from the Gulf of Mexico and admire the many stunning homes and boats which line the harbor, all while sipping your favorite drink. Our tours offer up-close encounters with dolphins, manatees and other wildlife. Bring your own beverages of choice, food or snack. We provide USCG certified captains, coolers with ice, and Bluetooth radio to play your favorite tunes. Why pay for over priced drinks at a land bar, when you can bring your own drinks on a floating Tiki Bar!

We offer a 4 hour trip starting between 9 AM and 11AM. Pickup is available at two locations, Clearwater Beach recreation center docks or Bellair Boat Launch docks. Both locations usually have ample parking available. This is a private charter, meaning your group will be the only passengers. Children are welcome, but for their safety small children will be required to wear life jackets. You may spend up to two hours exploring the beaches or islands; the rest of the time will be spent cruising. If you prefer all 4 hours can be spent cruising and sight-seeing. Activities include snorkeling, dolphin watching, shelling, swimming, sight seeing, island exploration, bird watching and much more. If desired, we stop at Caladesi or Honeymoon Island and other nearby remote beach areas for picnics and other activities.

Explore delightful Dunedin on a bicycle tour that will amaze the senses. Experience the history of our quaint little Gulf Coast town! Your tour guide will escort you through small town Dunedin, while narrating the history of our community. Visit one of a kind locations that are off the beaten path (literally)! Enjoy historical landmarks, blooming fauna, and breathtaking views, all while riding a bike on the Pinellas Trail and side streets of Dunedin. You may encounter some of the local wildlife...like peacocks in the park or spot a dolphin playing in the gulf waters. Each tour is fun, unique and different….always something new! Come join us for a leisurely, 3-hour, 6-7 mile tour around our great town! (Don’t worry, it’s flat!)

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.

Enjoy a refreshing Ice cream on-board our brand new 50 passenger catamaran. This tour is a great way of exploring the beautiful Clearwater Beach for the whole family. The boat is fully shaded to protect customers from the sun.

Departing from Clearwater Airpark just minutes from the beach, head north towards the famous Tarpon Springs Sponge Docks. Fly by Pinellas County’s largest lake on the way to the Anclote River. Continue south along the coast over the beautiful waterfront mansions of Palm Harbor and Crystal Beach then glide over Clearwater Beach, Honeymoon Island, and Caladesi Island like you never have before! The sand is a beautiful white, the marine life is plentiful, the barrier islands are pristine and the thrill of flying over it all is something you will never forget. Don't forget your camera.

THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 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, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

50 foot Shark themed vessel. The only shark that dolphins love. Covered vessel with sun area. Padded seats and restroom.

Our Evening Sunset Cruise is a 2 hour cruise of the Intracoastal Waterway, Clearwater Pass, and into the Gulf of Mexico (weather permitting). Your crew will point out interesting Gulf Coast sights, including the ICW's abundant dolphins! Our boat is a 46-foot long, 2 deck vessel certified by the Coast Guard to carry 49 passengers. We limit cruises to 35 people to ensure a comfortable and spacious cruise for all guests. A complimentary champagne toast is included for all guests age 21 and over. Beer, wine, hard seltzers, and soft drinks are available for purchase while on board.

Leonardo Da Vinci is regarded as one of the greatest minds in human history. Can you unlock Da Vinci's secret messages from the past and predictions for the future?

75 million years ago, an intergalactic warlord sent billions of tax cheats to Earth, where their souls inhabited humans, preventing humanity from having superpowers… then things started to get weird. In 1975, businesses and workers disappeared from downtown Clearwater. Replaced with herds of uniformed drones with expressionless faces hustling along the sidewalks, pretty yet closed storefronts, and towering structures where not a person can be seen. Let Cult City, the only walking tour of "Creepy Clearwater," be your guide as we pull back the curtain and show you the sites, history, and philosophy of Clearwater's famous (and infamous) cult.

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 are - all you have to do is come and paddle with us!