22 ft
Up to 6 people
Wells Saltwater Tours
5.0
/5
(19 reviews)
Clearwater
Embark on the ultimate Florida adventure with a private, customizable boat tour! Explore the stunning beaches and serene waterways of Clearwater Beach, Dunedin, Palm Harbor, and Indian Rocks Beach.
"Steve was fantastic. We did a last minute booking and he was very quick to answer any questions we had." — Lauren,
"Steve was fantastic. We did a last minute booking and he was very quick to answer any questions we had." — Lauren,
+6
trips from
US $250
24 ft
Up to 5 people
Fish Fixation LLC
Holiday
Experience the ultimate adventure on Fish Fixation LLC, a brand-new 2024 Blazer Bay 2400 Bay Boat, departing from the scenic Tarpon Springs, FL. Designed for up to 5 guests, this sleek vessel is perfect for exploring the Gulf Coast.
+3
trips from
US $200
22 ft
Up to 6 people
Tiki Tavern Nautica
Tarpon Springs
Tiki Tavern Nautica is a stunning 2024 Blue Aura Marine Tiki Bahama Mama Pontoon based out of Tarpon Springs, offering a unique and relaxing way to explore the beautiful waters of Florida’s Gulf Coast.
+5
trips from
US $300
21 ft
Up to 6 people
Two Anchors FL
Holiday
Welcome aboard Two Anchors FL, where your day on the water is private, relaxed, and built around what you want to do. Captain Kasey offers private charters along Florida’s beautiful Gulf Coast, departing from the Tarpon Springs area.
+7
trips from
US $450
26 ft
Up to 6 people
Sunny Day Family Charters
5.0
/5
(3 reviews)
Clearwater
Step aboard Sunny Day Family Charters, a beautifully restored 2007 Andros 26 Tarpon Bay boat (refitted in 2025) based in sunny Clearwater, Florida.
"Josh was very friendly and knowledgeable. The boat was great!" — Laura,
"Josh was very friendly and knowledgeable. The boat was great!" — Laura,
+5
trips from
US $350
27 ft
Up to 6 people
Private Boat Tour
5.0
/5
(4 reviews)
•
935 external reviews
Clearwater
Get ready for an unforgettable experience aboard Wet Lines, a luxurious 2019 Misty Harbor S-2685SR Pontoon, cruising from the beautiful shores of Clearwater.
"Skylar was awesome thank you for a great afternoon. " — Dr.,
"Skylar was awesome thank you for a great afternoon. " — Dr.,
trips from
US $700
29 ft
Up to 6 people
Bottoms Up Excursions
4.9
/5
(349 external reviews)
Holiday
Experience the ultimate adventure on Bottoms Up Fishing Excursions, a 2005 Baha Cruiser 299FB Sportfishing based in Holiday. Perfect for up to six guests, this powerful vessel is equipped with twin 300 HP Suzuki outboards, reaching speeds up to 35 knots.
trips from
US $500
22 ft
Up to 6 people
Fairweather Fish and Adventure
5.0
/5
(3 reviews)
Belleair Bluffs
Experience the ultimate adventure on Fairweather Fish and Adventure, a 2024 Seapro 210 DLX Bay boat based in Belleair Bluffs.
"What an amazing day on the water with Captain Dan! He made my son’s 17th birthday unforgettable!" — Keely,
"What an amazing day on the water with Captain Dan! He made my son’s 17th birthday unforgettable!" — Keely,
+1
trips from
US $275
24 ft
Up to 6 people
Knot Stressing Charters
Belleair Bluffs
Knot Stressing Charters operates a beautifully restored 2017 Everglades Boats 243 Center Console (refitted in 2025), based in Belleair Bluffs.
+4
trips from
US $400
36 ft
Up to 6 people
Fishful Thinkin Charters
4.9
/5
(60 external reviews)
Belleair Bluffs
Step aboard Fishful Thinkin Charters, a powerful 36’ Cape Horn Center Console, and get ready for an unforgettable day on the water! Departing from Belleair Bluffs, this 2008 vessel is powered by triple 250HP Yamaha outboards, cruising comfortably at
+1
trips from
US $500
Top Caladesi Island Destinations
Frequently Asked Questions about Boat Tours in Caladesi Island
According to customer reviews, some of the most popular boat tours in Caladesi Island are:
Full list of top boat tours in Caladesi IslandAccording to customer reviews, some of the most popular boat tours in Caladesi Island are:
Full list of top boat tours in Caladesi IslandThe average price for a private 4 hour Caladesi Island boat trip is US $501, while an 8 hour private trip will cost you US $950 based on prices on BoatBooker.com.
The average price for a private 4 hour Caladesi Island boat trip is US $501, while an 8 hour private trip will cost you US $950 based on prices on BoatBooker.com.
The top 5 boating-related activities in Caladesi Island are:
The top 5 boating-related activities in Caladesi Island are:
The top 5 most popular boat types you can rent in Caladesi Island, by number of boats available are:
The top 5 most popular boat types you can rent in Caladesi Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Caladesi Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Caladesi Island, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Caladesi Island are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Caladesi Island are:
The average price of boat tours in Caladesi Island is:
- 2-hour boating trips – US $283
- 3-hour boating trips – US $442
- 4-hour boating trips – US $542
- 5-hour boating trips – US $525
- 6-hour boating trips – US $733
- 8-hour boating trips – US $882
The average price of boat tours in Caladesi Island is:
- 2-hour boating trips – US $283
- 3-hour boating trips – US $442
- 4-hour boating trips – US $542
- 5-hour boating trips – US $525
- 6-hour boating trips – US $733
- 8-hour boating trips – US $882
What people said about boating in Caladesi Island
- 5.0/5(4 Hour – Boating Adventure)
Fun family trip with the kids
Yes! It was a great way to see the area and perfect for small children. Will book again.
- 5.0/5(4 Hr – "Tropic Like It's Hot" Tour)
Fantastic Boat Tour with an Amazing Crew!
We had a great time on this boat tour! The crew was incredibly friendly and super accommodating, making sure we had everything we needed throughout the trip. They even took great pictures of our group and were always happy to help with anything we asked for. They truly went above and beyond to make the experience fun and stress-free. We had an amazing time and would highly recommend this tour to anyone looking for a great day on the water!
- 5.0/5(4 Hour – Boating Adventure)
Kyle was fantastic
Kyle was extremely accommodating and very flexible. We thoroughly enjoyed our experience. It exceeded my expectations and I would recommend! Took us to see dolphins and they did not disappoint. Beautiful and relaxing day! Thank you Captain Kyle!
- 5.0/5(2 Hour – Dolphin Tour)
Dolphin and sight seeing cruise.
Was cold. Weather wasn’t normal Florida weather, but it was sunny and enjoyable
How people rated boat trips in Caladesi Island
5.0/5(4 Hour – Boating Adventure)Fun family trip with the kids
Our 4-hour charter with Kyle was perfect! He took us to a remote island and we had it to ourselves for most of the time we were there. We snorkeled, swam, and shelled. The water was shallow and great for kids. Kyle also had fishing rods on the boat so we had an impromptu fishing trip as well. The kids were so excited to catch several trout. Kyle was a great host and was very knowledgeable about the local wildlife and area. We had a wonderful time and will book again.
5.0/5(Special 3 hour trip for Migdalee Del Valle)Best Captain and Best experience ever!!!
This experience was absolutely amazing! He was incredibly accommodating and helped me plan a surprise birthday for my girlfriend. We’ll definitely be back and highly recommend him. We loved every aspect of our experience, from the excellent customer service to the personalized experience and the overall vibe of the boat. We absolutely loved the boat!
5.0/5(Boat Ride 3 hour Special!)August boating trip
We had an amazing morning on the water fishing with Captain Dan! Our family loved it!
- 5.0/5(Half Day - Private Boat Tour)
Just what we needed!
Steven was accomadating and a great captain! Life is stressful, but he made sure our day out on the water was both relaxing and full of new experiences! I couldn’t recommend this more!
- 5.0/5(Half Day - Private Boat Tour)
Fun Filled 4th of July
Steve made our 4th of July celebration memorable. He took us to the islands and we were able to relax, snorkel and do some shelling. We were 3 adults 3 children and all of us had an excellent time. Steve made sure all of us got a chance to enjoy the experience. This trip was great! We’ll definitely do this again.
5.0/5(2 Hour – Dolphin Tour)Great dolphin sighting cruise!!
Josh was very friendly and knowledgeable. The boat was great! Our whole group had a great time! I would highly recommend hiring Josh the next time you want a great day out on the water.
- 5.0/5(Special 4 hour trip for Cammie Spillyards)
Perfect Day!
Highly recommend Kyle. He went above and beyond to make our day memorable and fun. We will definitely book with him again!
- 5.0/5(Half Day - Private Boat Tour)
Amazing!
Captain Steve is one of a kind. Super nice guy. He took us to Caladesi Island per our request and we had time to hang out at a nearby sandbar. Boat was in great shape. Highly recommend for couples or a family. Will definitely use him again!
- 5.0/5(Half Day - Private Boat Tour)
May boating trip
Awesome captain. Had a wonderful time. Thank you Captain Steve for the tour and interesting info.
- 5.0/5(Private Sunset Cruise)
2 Hour Cruise
Had a great time on our boat cruise. Captain Steven was really nice, which made the whole experience even better. We got lucky and saw dolphins 🐬, and the views were beautiful the entire ride. It was the perfect mix of relaxing and fun - definitely something I’d do again.
5.0/5(4 Hr – "Tropic LIke It's Hot" Tour)relaxing boat ride
Great trip with lots of dolphin sightings! our captain had good stories of celebrities who live in some of the houses we drove by! Fun day!
- 5.0/5(Lets go Boating Trip 5hr trip Ft D!)
Awesome trip!
What an amazing day on the water with Captain Dan! He made my son’s 17th birthday unforgettable! Considering every need our family might have and being super flexible and thoughtful of our needs. 100% recommend!!
4.7/5(6 Hour – Unforgettable Experience)Perfect Day
It was a great day. Ameer was a great communicator and it was an easy process. He was great wirh our kids and took us to some pristine beaches. It was our favorite day of the trip!
- 5.0/5(Half Day - Private Boat Tour)
Amazing Family Day
Steve was amazing. He was very communicative and even asked us where we were staying and met us at a dock closer to our hotel. He was amazing with our kids and gave great bits of information about the area and nature. We will certainly use Captain Steve any time we return to Clearwater! No reason to look for anyone else!
- 5.0/5(4 Hour – Boating Adventure)
Half day well spent!!!
Kyle met us at the marina, was early and ready to go. The pontoon boat was immaculate, quiet and much quicker than anticipated. Kyle was a great captain and took us out of the harbor to view the coastline and look for dolphins which were more than happy to cooperate and tended to their feeding around the boat. We stopped at two small islands and explored a bit. Overall, it was a wonderful and relaxing way to spend half a day on the water.
5.0/5(2 Hour – Dolphin Tour (10:30 AM))Magical
We had the best time and it exceeded our expectations. Captain Jared was very knowledgeable about the area, sea life, birds and location of dolphin pods. We can’t wait to book our next trip with him!- 5.0/5(4 Hr – "Tropic Like It's Hot" Tour)
Fantastic Boat Tour with an Amazing Crew!
We had a great time on this boat tour! The crew was incredibly friendly and super accommodating, making sure we had everything we needed throughout the trip. They even took great pictures of our group and were always happy to help with anything we asked for. They truly went above and beyond to make the experience fun and stress-free. We had an amazing time and would highly recommend this tour to anyone looking for a great day on the water! - 5.0/5(4 Hour – Boating Adventure)
Kyle was fantastic
I had friends visiting in town. We had the best time out on his boat. He was very accommodating and did everything to make it perfect for us. - 5.0/5(Half Day - Private Boat Tour)
Captain Steve was excellent!!!
Loved our day out on the water with captain Steve!! He took us to a few remote spots including North Honeymoon Island which was incredible! We were the only people there! He then took us to Clearwater and Dunedin for lunch and found some dolphins! Highly recommend Captain Steve, we are planning our next visit with him soon! Very knowledgeable and patient!!
- 5.0/5(Half Day - Private Boat Tour)
Awesome
Man we had a great time Apt Steve was great easy parking Great shelling Just super great time highly recommended