Things to do in Clearwater
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Clear kayak tour Clearwater: See through the bottomA guided clear kayak tour in Clearwater where you paddle tandem or solo kayaks with a bottom you can see straight through, spotting dolphins, manatees and other wildlife in the shallows around Clearwater Beach. The guide handles navigation and safety; you launch the kayak yourself with instruction and paddle for about 2.5 hours depending on the group's pace. Children from age 5 are welcome, and all fitness levels can join.Is it for me?Book this tour if you want to paddle yourself and watch the seafloor the whole time—the clear kayak and the 2.5-hour paddle are what set it apart from a guided sightseeing boat. You'll need to be comfortable in the water and able to help launch the kayak, but the guide handles navigation and keeps the pace manageable for all fitness levels.
Clearwater Beach: Private Boat Charter & Dolphin WatchingYou board a private 27-foot boat with up to 9 others and spend half a day island-hopping between Caladesi, Honeymoon Island and Three Rooker Sand Bar, swimming and shelling while the captain navigates to spots where dolphins appear. Water, floats and shell bags are provided, and you're back by early afternoon without arranging your own transport or timing.Is it for me?Book this if you want a private boat experience in Clearwater without arranging your own transport to the islands or timing the tides yourself — the captain handles the route and the stops, which is what makes a half-day feel complete.
Clearwater: Aspirations Winery Tour & Wine Tasting with SouvenirYou’ll share laughs over unique fruit-infused wines in Clearwater, snack on cheese plates, and get a behind-the-scenes look at how this family-run winery crafts its bottles. With friendly guides and a relaxed vibe, it’s easy to settle in—plus you’ll leave with your own souvenir glass as a little reminder.
Clear Kayak Paddling in Tarpon Springs: Mangroves & Sponge DocksA two-hour guided kayak trip on the Anclote River in Tarpon Springs, paddled in a clear tandem kayak that lets you watch the water and wildlife below as you move. You explore the winding mangrove waterways and pass the historic Tarpon Springs Sponge Docks, the heart of Florida's sponge-diving heritage. Life jackets, dry bags and the kayak itself are included; a guide shares the ecosystem and local history as you paddle.Is it for me?The paddle takes a moderate level of fitness and comfort on the water for two hours—you're moving at a relaxed pace through the mangroves, not racing, so it suits anyone looking for a slow exploration rather than a workout. If you want to see beneath the surface without snorkeling or diving, the clear kayak does that in a way a regular boat never can.
Clearwater Beach: Parasailing Adventure with Boat RideYou’ll step onto a boat at Clearwater Beach and soar over the Gulf with experienced captains guiding you every step. Feel that first rush as your feet leave the deck, watch beachgoers shrink below you, and share laughs with your crew on board. Whether you stay dry or take a dip is up to you — but that feeling of floating stays long after landing.
Tarpon Springs: Anclote River Kayak Tour & Sponge DocksYou’ll slip into a kayak on the Anclote River, paddle through Florida’s wild mangroves with a local guide, spot wildlife up close, and float past Tarpon Springs’ famous Sponge Docks. Expect quiet moments mixed with local stories — and maybe even laughter when you least expect it.
Beach Portraits Express: 30-Minute Photoshoot at Clearwater BeachA 30-minute professional photoshoot at Clearwater Beach pairs you with a photographer who guides you through easy, flattering poses and delivers 4 fully edited digital images. No experience or preparation needed—couples, families and solo travelers book it for vacation memories, milestone celebrations or sunset shots. You choose which images you want edited; additional photos are available for purchase.Is it for me?Book this if you want professional beach photos without a long session or the cost of a full portrait package—30 minutes is enough to get keepers, and the photographer handles all the posing direction so you just show up and follow along.
Private Clearwater Kayaking: Paddle to Secluded IslandA 2.5-hour private kayak adventure from North Clearwater Beach takes you across the Intracoastal Waterway to a secluded spoil island where you have roughly an hour to swim, search for shells, play beach games and relax. The route passes waterfront homes and local wildlife—dolphins and manatees frequent these waters. Stable, beginner-friendly kayaks and a relaxed pace mean first-time paddlers enjoy it as much as experienced ones. Towels, snacks, cold water, a Bluetooth speaker and beach games are included; the guide adjusts the pace to your group.Is it for me?Book this private tour if you want to paddle yourself rather than sit in a group, and if you'd rather spend half your time exploring an island at your own pace than paddling the whole way—the split between water time and island time is what makes this different from a continuous guided paddle.
Private Pontoon Boat Tour Clearwater Beach: 2–4 hours, no crowdsA private pontoon boat tour in Clearwater operates as a 2-hour sunset cruise or a 4-hour island-hopping tour for up to six guests, with a USCG licensed captain steering while you choose the stops. The 4-hour option reaches Caladesi Island, Honeymoon Island and Three Rooker Bar for swimming, snorkeling, shelling and wildlife watching; the 2-hour sunset cruise stays along the coast. You bring your own food and drinks—a cooler with fresh ice and a Bluetooth sound system are on board, and snorkeling gear, paddleboards and an inflatable lounge are available on request.Is it for me?Book the 4-hour tour if your group wants to island-hop and spend time in the water at multiple stops; the 2-hour sunset cruise works better if you're short on time or want one focused moment on the water instead of a full day of stops.
Clearwater Beach: Evening Yacht Cruise & DJ DancingYou board the Starlite Infinity for a 2.5–3 hour evening cruise with reserved seating, DJ music, and dancing along Clearwater Harbor. Step outside to the open-air deck for waterfront views and photos, or stay inside in comfortable seating. Cocktails and freshly prepared food are available to order on board. The cruise includes entertainment and scenic views; you choose whether to add dining.Is it for me?Book this if you want a night out with atmosphere and entertainment without arranging a restaurant, venue, and transportation separately—the reserved seating and fixed cruise time mean you show up and the evening is already in motion.
