Discover the untouched beauty of Caladesi Island, a tropical paradise waiting to be explored. Immerse yourself in breathtaking Gulf of Mexico views, secluded barrier islands, and pristine white-sand beaches. Whether you are seeking a romantic getaway, a family-friendly adventure, or a relaxing boat tour with dolphin sightings, our curated experiences offer the ultimate island hopping escape. From private guided tours to scenic nature adventures, experience the magic of this coastal gem. Book your unforgettable Caladesi Island vacation today and witness why travelers rate our island excursions as world-class.
$482–$1,050 typical
Median price is $700
4.96★ average
Based on 1,794 pooled reviews with ~99% positive sentiment
100% private tours
All 19 available options are private
2.8–8 hours typical
Median duration is 4 hours
Likely to sell out
53% of tours are flagged as high demand
Nature & Boat Tours
89% focus on nature, 68% are boat tours
19 Products
A BOAT DAY offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deck Boat 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 secl...
For a full refund, cancel at least 24 hours before the scheduled departure time.
A Boat Day offers private, customized boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Tahoe 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 dol...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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...
For a full refund, cancel at least 24 hours before the scheduled departure time.
We have upgraded our pontoon! Book now on one of the fastest pontoons near Clearwater Beach. Join Captain Nick for a fun Beach Excursion aboard a Private Pontoon Boat Charter. Looking for a fun day on the water book your next charter with Reel Runner Gulf Adventures. We will take you to exclusive be...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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...
For a full refund, cancel at least 24 hours before the scheduled departure time.
A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Funship as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild d...
For a full refund, cancel at least 24 hours before the scheduled departure time.
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...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Experience one of the top-rated Clearwater Beach pontoon tours on a private boat tour for up to 6 guests. Cruise the crystal-clear waters of the Gulf of Mexico with a licensed captain while enjoying panoramic coastal views and dolphin sightings. Visit Caladesi Island State Park, Honeymoon Island, a...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Landmarks travelers visit on the same route as Caladesi Island.
