Top Clearwater Sightseeing Tours in 2026

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!

Travel effortlessly from Orlando to the stunning Clearwater Beach, known for its award-winning, sugary white sands and serene, crystal-clear waters. This transportation service caters to all resorts, Airbnbs, and private homes in Orlando, ensuring a smooth and convenient journey. Upon arrival, explore a vibrant atmosphere filled with diverse dining options, from casual beach bars to fine eateries, making for a perfect day of relaxation and enjoyment by the sea. - Convenient pickup from your Orlando location, including resorts and private homes - Experience the beauty of Clearwater Beach without the hassle of driving - Enjoy a variety of restaurants, bars, and eateries near the beach - Perfect for families, friends, and beach lovers seeking a day of fun and sun

Soak up some of Florida’s most spectacular beachy scenery, and enjoy a relaxing excursion out on the water, on this private boat charter. 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.

Experience the best of Florida’s coast aboard your own private boat. Charter this spacious boat for a half 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.

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!

Have a relaxing, fun day aboard this double-decker boat for a tour led by an experienced captain, who can sail you to some of the best spots in the area with your private group. Explore peaceful barrier islands, slide off the top deck to take a dip, and try your luck spotting wild dolphins for an unforgettable four hours.

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.

Soar above Clearwater Beach with the top-rated parasailing experience in the area. Enjoy breathtaking panoramic views of the coastline, the Gulf, and the surrounding islands as you take in Florida’s natural beauty from above. Feel the thrill and serenity of flight as you glide smoothly over the water, with chances to spot dolphins and other marine life below. The ride is both exciting and peaceful, making it a great choice for first-time flyers and adventure seekers alike. Your safety and comfort are our top priorities. Our US Coast Guard certified crew brings years of industry experience and operates a vessel that is fully regulated and inspected to meet the highest safety standards, so you can relax and enjoy the experience with confidence. Perfect for families, couples, and groups, this experience is an unforgettable highlight of any Clearwater Beach vacation. With thousands of five-star reviews, guests consistently say this is a must-do activity while visiting the area.

Turn up the music and turn down the lights — Clearwater from the water at night is absolutely stunning! Hop aboard our motorized party bike on water for a 2-hour private sunset cruise built for group fun, with a USCG-certified captain on board to steer while you and your crew pedal, party, and take in the views. As the sky fades into evening, enjoy sparkling night views of the water, passing boats, and beautiful waterfront homes along the bay. Dance, sightsee, and relax with your favorite drinks as our party lights set the mood for an unforgettable night on the water — there's no better way to experience Clearwater Beach after dark. This cruise is BYOB, so bring your favorite drinks and snacks along for the ride. With room for up to 20 guests, this private charter is perfect for birthdays, bachelorette parties, corporate events, or any celebration that calls for a big group and an even bigger vibe.