Clearwater Romantic Activities, Tours & Attractions

Dance your cares away on this all-you-can-eat and drink Tropical Twilight Cruise Aboard the Calypso Queen. Enjoy a festive evening full of good food, delicious drinks, and dancing under the sky, the Calypso Queen is your ticket to a guaranteed great time in scenic Clearwater Beach. Cruise the coastline and take in the scenery of Clearwater Harbor and see dolphins, pelicans, and possibly even a manatee, all while enjoying the smooth stylings of a live DJ. Then it's "bon appetit" as you dine on the vast tropical-island inspired buffet and enjoy all-you-can-drink beer, wine, rum punch, and soft drinks. So, hop aboard the Calypso Queen and enjoy a casual cruise with the ones you love most! Book now!

Enjoy a tranquil evening on the water with a Clearwater Bay Sunset Celebration Cruise. Float among the waves while taking in a Florida sunset and if you’re lucky, witness the legendary green flash off the Sun Coast. This cruise transports guests from Clearwater Bay through Clearwater Pass to the beautiful Gulf of Mexico and includes a complimentary champagne toast!

Cast your worries to the wind aboard a deluxe yacht complete with buffet, scenic views, and tropical drinks aboard the Calypso Queen. You'll journey through calm and tranquil Clearwater Harbor and have the opportunity to see dolphins, pelicans, and possibly even a manatee. Then, it's "bon appetit" as you dine on the vast tropical-island inspired buffet and enjoy all-you-can-drink beer, wine, rum punch, and soft drinks. Hop aboard the Calypso Queen and enjoy a tropical daytime cruise with the ones you love! Book your spot now!

If you and your crew are looking for something different to do near St. Petersburg, then this is the tour for you! Set out on an exciting night paddle under the moon and the stars on this one-of-a-kind Glass Bottom LED Illuminated Kayak Tour! See the barrier island's unique ecosystem from your see-through kayak. Paddle over grass flats, sandbars, and more while you view the wealth of sea life beneath you. If you're looking for something cool to do after the sun goes down, book your Glass Bottom Kayak LED Illuminated Night Tour tonight!

If you are looking for a fun way to end your day, then look no further. Hop aboard a private cruise with Captain Nick on this Clearwater Sunset & Evening Pontoon Cruise. Sightsee the stunning coastline of the Gulf of Mexico. Head out to exclusive beaches, only accessible by boat near beautiful Clearwater Beach, Dunedin, Honeymoon Island, Caladesi Island, and Tarpon Springs. Get ready for a great time! Book your experience today!

Kick back and relax while your captain shows you the water surrounding Clearwater Beach the way locals like to enjoy it! Cruise around searching for dolphins, exploring the islands, and taking in the beautiful scenery. If you are interested in adding a bit more adventure to your charter, the boat is designed to provide the best tubing, wakeboarding, and waterskiing experience available. Book your Private and Custom Watersports Boat Tour today!

Set sail aboard the iconic schooner, Suncoast Horizon, the only gaff rigged schooner in the Tampa Bay region. Enjoy a sunset to remember and see a breathtaking cosmic display from a luxury sailing yacht. Sail the smooth, calm waters of Boca Ciega Bay and the Gulf of Mexico as you sip on your favorite beverages and feel the warm air on your skin. Don't miss your chance to end your day the right way, book your Sunset Sailing Experience now!

Set sail aboard the iconic schooner, Suncoast Horizon, and explore the natural beauty Treasure Island has to offer. Hoist the sails and slip away to get up close and personal with the wild Atlantic bottlenose dolphins. Cruise around Boca Ciega Bay and the Gulf of Mexico as you sip on complimentary soda and bottled water while you feel the breeze in your hair. Let your worries get lost in the wind, book your Day Sailing Experience today!

Get ready for a fancy night out on the water aboard the StarLite Majesty Yacht. This evening cruise features a full cash bar, live entertainment, and a fantastic dinner service. Ideal for a romantic couple's evening or a group outing, this is the perfect activity for anyone seeking some solace at sea. Enjoy the romance of the fresh ocean air and panoramic views of Clearwater Beach at dusk. Book your Evening Yacht Cruise with Live Entertainment on the StarLite Majesty today!

Cruise the stunning inland harbor of Clearwater aboard the StarLite Majesty. Dance your cares away to the musical stylings of your cruise director and DJ. Enjoy sightseeing on the outer deck of this multi-level yacht or choose to recline inside on one of the climate-controlled decks. Regardless, this will be an outing to remember. Hop aboard the StarLite Majesty and treat yourself to a luxurious daytime music cruise today!

Soar high above the sights of Clearwater, Florida on a customizable helicopter tour. Captivate your senses and take in the breathtaking views below. With your camera in tow, you'll have the opportunity to capture stunning images and see the aquamarine and emeralds shimmering beneath the clouds. Fly high today with your Clearwater Helicopter Tour. Book now!

If you are looking for a fun day out on the water, then look no further. Hop aboard a private cruise with Captain Nick on this Clearwater Afternoon Pontoon Cruise. Sightsee the stunning coastline of the Gulf of Mexico. Head out to exclusive beaches, only accessible by boat near beautiful Clearwater Beach, Dunedin, Honeymoon Island, Caladesi Island, and Tarpon Springs. Get ready for a great time! Book your experience today!

If you are looking for a fun day out on the water, then look no further. Hop aboard a private cruise with Captain Nick on this Clearwater Early Bird Pontoon Cruise. Sightsee the stunning coastline of the Gulf of Mexico. Head out to exclusive beaches, only accessible by boat near beautiful Clearwater Beach, Dunedin, Honeymoon Island, Caladesi Island, and Tarpon Springs. Get ready for a great time! Book your experience today!

Escape the crowds and experience the thrill of a lifetime with this Private Dolphin Cruise! Your family and friends will enjoy exclusive access to Florida's Gulf Coast as your expert captain navigates the waters, bringing you up close and personal with these captivating creatures. With ample bow seating and unobstructed views, you'll have plenty of opportunities to snap photos and make memories that will last a lifetime. Don't miss out on this bucket list adventure - book your private tour today!

See beautiful St. Petersburg from the sky on a helicopter tour. From the window of a sleek helicopter, with your camera in tow, you'll capture stunning images and see breathtaking sights. Take in the ocean, the beaches, and the Tampa skyline from this incredible vantage point on this St. Pete Helicopter tour.

Hop aboard this semi-private or private option boat tour of Boca Ciega Bay Kick back, relax, and soak in the breathtaking scenery as you cruise through the local waterways. Your USCG-certified captain will guide you to the best locations in the area, ensuring that you have an unforgettable experience. You will be cruising in style on a 2023 Yamaha FSH 255, a top-of-the-line vessel equipped with all the latest amenities for your comfort and enjoyment. Don't miss out on the chance to explore in style! Book yours and get ready for an unforgettable adventure!

Looking for a sunset experience that will take your breath away? Look no further than this 2-hour private sunset tour! Get ready to witness a stunning sunset from a whole new perspective as you traverse through Boca Ciega Bay, John's Pass, and out into the Gulf of Mexico. With 100% private access, feel free to bring your own beverages and blast your favorite tunes on a Bluetooth audio system. This tour is one of our most popular for a reason - don't miss out on this unforgettable experience! Book today!

Experience a Private St. Petersburg Sunset Cruise, meandering through Boca Ceiga Bay. Set up a small table for a delightful meal, lounge on the open deck, or stretch out on the sun pad as you take in the stunning sky as the sun sets. No sunset is ever the same, making each one uniquely special. Enhance the ambiance by connecting to Bluetooth and playing your favorite music. Witness the playful dance of dolphins and manatees, watch ospreys and pelicans dive for fish, and savor the golden sun setting on the western horizon. This is the perfect way to end your day so book today!