Top 10 luxury & private things to do in Clearwater

1. Private 2-hour boat charter on Clearwater Beach

Two hours on a private 6-passenger Sea Ray — swim, relax, and explore with included water toys like paddleboards and snorkel gear.

2. Private 4-hour boat charter in Clearwater Beach

Four hours on a private Sea Ray for up to six passengers — enjoy swimming, paddleboarding, and relaxing with water toys included in a personalised experience.

3. Private half-day boating charter on Clearwater Beach

Four hours on a 24-foot Hurricane Deck Boat — cruise with a captain, spot dolphins, and visit secluded barrier islands for shelling or swimming.

“The boat tour was fantastic and felt very personal. Our guide pointed out all the best spots and made sure we had a chance to see dolphins.”— 351makaylah

4. Private pontoon boat tour of Clearwater Beach

Four hours on a private pontoon boat for up to six, visiting Caladesi Island and Honeymoon Island, with swimming and dolphin watching opportunities.

“This was a fantastic experience. The captain was excellent, guiding us to various spots to find shells and sand dollars. He also took us to locations where we could observe dolphins.”— Justin_h

5. Deep sea fishing charter in Clearwater Beach

Half-day fishing charter on a 28' Pilothouse — target grouper, snapper, mackerel, and more, with all gear provided.

“Captain Nick and Jordan were fantastic. They had a wealth of knowledge, played excellent music, and maintained a relaxed atmosphere. I highly recommend this experience. Thank you for such a memorable trip with my son.”— Melissa_T

6. Private half-day Funship boating tour in Clearwater Beach

Four hours on a private 27-foot Funship — dolphin sightings, swimming in the Gulf, and shelling on secluded islands for up to 10 passengers.

“Our bachelorette group had an excellent time on the boat with Captain Matt. We opted for the four-hour trip, and Matt was incredibly kind and accommodating, ensuring we had fun throughout the day. We also gained insight into local wildlife. I highly recommend this experience.”— F759UScarolines

7. Private half-day boating on Buccaneer Funship in Clearwater Beach

Half-day charter for up to 10 passengers on a double-decker Funship — cruise the waterways, see dolphins, visit barrier islands, swim in the Gulf.

“This was the most incredible experience I've ever had. Captain Eric made it so enjoyable and even brought us up close to dolphins. I strongly suggest this as a fantastic day trip, especially with Eric as your captain.”— X2299DTchristinas

8. Private pontoon boat charter from Clearwater Beach

Two-hour private charter on a fast pontoon — tour exclusive Gulf beaches with optional BBQ and drinks.

“The communication was excellent, and we had a fantastic experience with Captain Remy. He engaged wonderfully with the group, making us feel at ease. We all enjoyed ourselves thoroughly and would certainly choose this again.”— Kau_V

9. Dolphin-watching boat tour in Clearwater Beach

Two hours on the Gulf Coast — guaranteed dolphin sightings, expert guides share local insights, suitable for families and groups.

“The crew was very helpful, particularly with a wheelchair passenger. They were mindful of potential bad weather and put in effort to locate a good spot for dolphin viewing, which turned out well.”— Anthony_D

10. Private 3-hour boat tour in Clearwater

Three-hour private charter for up to 6 people — see dolphins, visit sandbars, and enjoy drinks along Clearwater’s Gulf Coast.

“Captain Chris was outstanding! He was great company, friendly, and engaging. He showed us plenty of dolphins and stunning islands perfect for shell fishing. I highly recommend boating with him for a relaxed and enjoyable experience.”— Carrie_S