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.

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.

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.

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!

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!

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

Go in search of bottlenose dolphins on this dolphin cruise from Florida’s Clearwater Bay to the beautiful, emerald-green waters of the Gulf of Mexico. Enjoy $5.00 "You Call it" cocktails during this Happy Hour Dolphin Exploration Tour! Listen to great music as your Crew highlights interesting facts about the Gulf Coast and our Celebrity homes in the area. Dolphin sightings are guaranteed!

The Circle of Heroes is the nation's first underwater dive memorial honoring our Veterans. 24 life sized statues located in Tampa Bay representing each of the Armed Forces. Located 10 miles off the Pinellas County coast in 40 feet of water. The Circle of Heroes is a premier international diving destination.

This is the largest speedboat in the world, situated on one of the best beaches in the USA! Don't miss out on taking a thrilling boat ride through the intracoastal waterway and into the Gulf of Mexico. Look for the wild dolphins, see the awesome views, feel the wind through your hair and take lots of photos. An opportunity not to be missed.

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.

Get out on the water with a fishing charter from Clearwater. You'll have the chance to try your luck at fishing in the Gulf of Mexico while admiring the coastal scenery, including Caladesi Island State Park, which is only accessible by boat. Species you might catch include redfish, black drum, trout, cobia, and jack crevalle. Even on windy days, there are many spots to fish.

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.

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!)

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.

Ever wonder what it’s like to be the captain of a huge commercial jet? Turn the dream of flying a Boeing 737 into a reality on this 1-hour flight simulation at SimCenter Tampa Bay. With a professional flight instructor riding shotgun, pilot a plane to and from any airport in an ultra-realistic flight experience. Climb aboard the life-size, replica cockpit and see that every switch operates just like the real thing. A 20-minute or a 2-hour flight simulation are also available options.

-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"!

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!

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.

- 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.

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.

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!

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 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Platinum 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!

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.

Eschew the parking lot scene at Walt Disney World with this transfer to and from your Clearwater Beach hotel. Ride in a luxurious Mercedes-Benz Sprinter Van with Wi-Fi, a 36-inch high definition television, leather seating, and more amenities. Spend six hours at the resort of your choice including Magic Kingdom, Epcot, Hollywood Studios, Animal Kingdom, Blizzard Beach, or Typhoon Lagoon. At the end of the day, you’ll be whisked home in style.