Clearwater Special Occasion Activities, Tours & Attractions
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Jul 26 - Aug 1
![Dolphin-Exploration-Cruise-with-The-Tropics-Boat-Tours](https://images.tripshock.com/activity/2419/Dolphin-Exploration-Cruise-with-The-Tropics-Boat-Tours.jpg)
Clearwater Daytime Dolphin Exploration Cruise
132 ratings
2 Hrs.
Explore the beautiful water of the Gulf of Mexico in search of Atlantic bottlenose dolphins. Depart from the Clearwater Beach Marina and venture through the intracoastal and Clearwater Pass where you'll be treated to the sights of the bottlenose dolphin. Learn from a friendly and insightful tour guide who will share a slew of fascinating facts about the emerald green water while pointing out celebrity mansions along the way!
Read more![Dolphin-Watching-Nature-Cruise-and-Eco-Tour](https://images.tripshock.com/activity/4420/Dolphin-Watching-Nature-Cruise-and-Eco-Tour.jpg)
Dolphin Watching Nature Cruise & Eco Tour
29 ratings
1.5 Hrs.
Hop aboard The Big Blue Boat and join the Dolphin Watching Nature Cruise and Eco Tour. Take in the beautiful Florida sights as you cruise atop calm and protected back bay water. Admire wildlife, such as dolphins, seabirds, and more, on this narrated and informative tour. If you get hungry or thirsty, stop by the onboard snack-bar and get some refreshments. Enjoy this real Florida experience and create life-long memories with family and friends! Book your tour today!
Read more![Sunset-Celebration-Cruise-with-The-Tropics-Boat-Tours](https://images.tripshock.com/activity/2420/Sunset-Celebration-Cruise-with-The-Tropics-Boat-Tours.jpg)
Clearwater Bay Sunset Celebration Cruise
154 ratings
2 Hrs.
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!
Read more![Tropical-Lunch-Cruise-Aboard-the-Calypso-Queen](https://images.tripshock.com/activity/2578/Tropical-Lunch-Cruise-Aboard-the-Calypso-Queen.jpg)
Tropical Lunch Cruise Aboard the Calypso Queen
55 ratings
1.5 Hrs.
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!
Read more![Clearwater-Captained-Pontoon-Boat-Charter](https://images.tripshock.com/activity/4315/Clearwater-Captained-Pontoon-Boat-Charter.jpg)
Clearwater Captained Pontoon Boat Charter
1 rating
1 - 3 Hrs.
Hop aboard your Captained Pontoon Boat Charter in Clearwater, Florida and experience relaxation at its finest in the Florida sun. Sit back and cruise along, gazing at the beautiful homes along the coast. Stop and shell at remote islands and even set up a picnic on the boat. You may even see dolphins along the way! You determine the magic of the trip and desired activities, whether it be a simple cruise, dolphin watch, sunset cruise, or visiting a waterside restaurant, it is your call. Let a licensed captain be your guide, book the Clearwater Captained Pontoon Boat Charter today!
Read more![Sunset-Sailing-Experience](https://images.tripshock.com/activity/3979/Sunset-Sailing-Experience.jpg)
Sunset Sailing Experience
27 ratings
2.5 Hrs.
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!
Read more![Evening-Yacht-Cruise-on-the-StarLite-Majesty](https://images.tripshock.com/activity/2497/Evening-Yacht-Cruise-on-the-StarLite-Majesty.jpg)
Evening Yacht Cruise with Live Entertainment on the StarLite Majesty
91 ratings
2.5 - 3 Hrs.
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!
Read moreBooked 3 times in last 48 hrs
![Tropical-Twilight-Cruise-with-Buffet-Aboard-the-Calypso-Queen](https://images.tripshock.com/activity/2595/Tropical-Twilight-Cruise-with-Buffet-Aboard-the-Calypso-Queen.jpg)
Tropical Twilight Cruise with Buffet Aboard the Calypso Queen
102 ratings
2 Hrs.
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!
Read more![Shell-Key-Ferry](https://images.tripshock.com/activity/4746/Shell-Key-Ferry.jpg)
Shell Key Ferry
7 ratings
3 - 7 Hrs.
Experience the beauty of Florida on this Shell Key Ferry! Home to a large nature preserve and an abundance of nesting birds and sea turtles, this uninhabited barrier island boasts pristine white sand, warm water, and abundant shelling opportunities. Travel from Fort De Soto Boat Ramp to Shell Key on a comfortable ferry boat, with covered, comfortable seating and a clean restroom. Keep your eyes peeled for dolphins, sea turtles, and even manatees along the way! Admire the natural beauty of this secluded island and take in the sights and sounds that surround you. With its clear skies and stunning scenery, Shell Key offers an epic night under the stars for those looking for an overnight stay. Discover the magic of this unique island, book the Shell Key Ferry today!
Read more![3-Hour-Shell-Key-Shelling-Trip](https://images.tripshock.com/activity/4459/3-Hour-Shell-Key-Shelling-Trip.jpg)
3 Hour Shell Key Shelling Trip
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3 Hrs.
Explore some of the Gulf's stunning shores on this 3 Hour Shell Key Shelling Trip in Madeira Beach, Florida. Take in the beautiful scenery, calm water, and all that the back bays have to offer. Journey through John's Pass and then hit the island for an hour of exploring, shelling, soaking up the sun, and digging your toes into the sand. Hop back on the boat and cruise down the beautiful coastline looking out at the views of the beaches and marine life below. Don't miss out, book today!
Read more![Daytime-Music-Cruise-with-Optional-Meal-Service-on-the-StarLite-Majesty](https://images.tripshock.com/activity/2581/Daytime-Music-Cruise-with-Optional-Meal-Service-on-the-StarLite-Majesty.jpg)
Daytime Music Cruise with Optional Meal Service on the StarLite Majesty
4 ratings
2 - 2.5 Hrs.
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!
Read more![Day-Sailing-Experience](https://images.tripshock.com/activity/3978/Day-Sailing-Experience.jpg)
Day Sailing Experience
10 ratings
2.5 Hrs.
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!
Read more![Clearwater-Sunset-and-Evening-Pontoon-Cruise](https://images.tripshock.com/activity/4598/Clearwater-Sunset-and-Evening-Pontoon-Cruise.jpg)
Clearwater Sunset & Evening Pontoon Cruise
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2 Hrs.
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!
Read more![The-Relax-and-Shred](https://images.tripshock.com/activity/5037/The-Relax-and-Shred.jpg)
The Relax & Shred
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4 Hrs.
Enjoy a 4 Hour Relax and Shred excursion in Clearwater Beach, Florida! Choose your thrill with options to wake surf, wakeboard, or tube, ensuring an adventure tailored to your preferences. Enjoy some time relaxing on the beach or laying back in the crystal-clear water, surfing your favorite playlist on the Bluetooth stereo. Perfect for larger groups, there's ample time for experimentation and fun with a laid-back party pontoon and high-adrenaline watersports. Don't miss out on the aquatic excitement! Reserve your watersports adventure today!
Read more![Clearwater-Afternoon-Pontoon-Cruise](https://images.tripshock.com/activity/4597/Clearwater-Afternoon-Pontoon-Cruise.jpg)
Clearwater Afternoon Pontoon Cruise
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4 Hrs.
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!
Read more![The-Extended-Relax-and-Shred](https://images.tripshock.com/activity/5038/The-Extended-Relax-and-Shred.jpg)
The Extended Relax & Shred
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6 Hrs.
Enjoy an extended, Relax and Shred excursion in Clearwater Beach, Florida! Choose your thrill with options to wake surf, wakeboard, or tube, ensuring an adventure tailored to your preferences. Enjoy some time relaxing on the beach or laying back in the crystal-clear water, surfing your favorite playlist on the Bluetooth stereo. Perfect for larger groups, there's ample time for experimentation and fun with a laid-back party pontoon and high-adrenaline watersports. Don't miss out on the aquatic excitement! Reserve your watersports charter today.
Read more![The-Wipeout-Watersports-Experience](https://images.tripshock.com/activity/5036/The-Wipeout-Watersports-Experience.jpg)
The Wipeout Watersports Experience
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6 Hrs.
Dive into a watersports extravaganza at Clearwater Beach, Florida! Choose your thrill with options to wake surf, wakeboard, or tube, ensuring an adventure tailored to your preferences. Enjoy some time island hopping or laying back in the crystal-clear water, surfing your favorite playlist on the Bluetooth stereo. Perfect for larger groups, there's ample time for experimentation and fun. Don't miss out on the aquatic excitement—reserve your spot for a watersport adventure today!
Read more![Seas-the-Day-Pontoon-Island-Excursion](https://images.tripshock.com/activity/5039/Seas-the-Day-Pontoon-Island-Excursion.jpg)
Seas the Day Pontoon Island Excursion
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6 Hrs.
Embark on this Seas the Day Pontoon Island Excursion exploring the barrier islands around Clearwater Beach. Relax on an 18-foot float mat, hunt for shells, and savor the tranquility of quiet beaches under the sun. Don't forget to bring your snorkeling gear for underwater exploration. Discover hidden gems as you boat like a local, visiting small islands in the area. Escape to pristine, uncrowded beaches, creating lasting memories in the serene beauty of Clearwater's coastal paradise. Join this island-hopping adventure, where relaxation and exploration seamlessly blend on the crystal-clear water of the Gulf. Book your experience today!
Read more![Clearwater-Early-Bird-Pontoon-Cruise](https://images.tripshock.com/activity/4596/Clearwater-Early-Bird-Pontoon-Cruise.jpg)
Clearwater Early Bird Pontoon Cruise
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4 - 8 Hrs.
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!
Read more![Private-Boca-Ciega-Bay-Sunset-Cruise](https://images.tripshock.com/activity/4730/Private-Boca-Ciega-Bay-Sunset-Cruise.jpg)