27 ft
Up to 6 people
Boat Day Charters – Unique Boat - Lil' Yachty
5.0
/5
(12 reviews)
Fort Myers
Set sail aboard the 2007 C Dory Tomcat 255, a versatile catamaran with a cabin, perfect for up to six guests. Powered by twin 175 HP Suzuki outboards, she cruises comfortably at 30 knots.
"on a girls trip from MN and booked a 3 hour trip. we wanted to go shelling and hopefully see some Dolphins!" — Angela,
"on a girls trip from MN and booked a 3 hour trip. we wanted to go shelling and hopefully see some Dolphins!" — Angela,
+8
trips from
US $400
25 ft
Up to 6 people
Vitaman Sea Adventures
5.0
/5
(16 reviews)
Matlacha
Experience the ultimate Florida getaway aboard Vitaman Sea Adventures, a 2021 Bennington L24 Pontoon based in charming Matlacha.
"We had an absolutely wonderful trip with Captain Greg! Everything worked out perfectly and exactly as agreed." — Oliver,
"We had an absolutely wonderful trip with Captain Greg! Everything worked out perfectly and exactly as agreed." — Oliver,
+3
trips from
US $300
23 ft
Up to 6 people
Reel Rednecks Fishing Adventures
New
4.9
/5
(28 external reviews)
Fort Myers
Discover the beauty of Fort Myers from the water aboard Reel Rednecks Fishing Adventures, a 2019 Key West 230 Bay Reef designed for comfortable and exciting days on the water.
+5
trips from
US $450
30 ft
Up to 10 people
RBNB Charters
5.0
/5
(12 reviews)
Cape Coral
Experience the ultimate boating adventure with RBNB Charters, a 2008 Wellcraft Scarab Center Console, based out of beautiful Naples, Florida. This stunning vessel accommodates up to 10 guests, offering plenty of space for a memorable day on the water.
"Captain Randy was fun, knowledgeable, and very accommodating." — Susan,
"Captain Randy was fun, knowledgeable, and very accommodating." — Susan,
trips from
US $355
26 ft
Up to 5 people
Day on the water
5.0
/5
(1 review)
Cape Coral
Experience the Thrill of the Water with All 4 Chuck Fishing Charters! Get ready for an unforgettable day on the water aboard a sleek and powerful 2024 Caymas Bay boat, based in Cape Coral.
"captain was informative on islands around main land " — Brenda,
"captain was informative on islands around main land " — Brenda,
+1
trips from
US $400
25 ft
Up to 5 people
Bokeelia Water Charters
5.0
/5
(5 reviews)
Bokeelia
Experience the ultimate day on the water with Bokeelia Water Charters, aboard a sleek 2023 Sea Pro 248 DLX Center Console.
"what an amazing day we had with Capt Nick! swimming, shelling and a nice lunch at Mainstay." — Jodi,
"what an amazing day we had with Capt Nick! swimming, shelling and a nice lunch at Mainstay." — Jodi,
+2
trips from
US $300
25 ft
Up to 6 people
Reel Drag Fishing Charters
5.0
/5
(11 external reviews)
Bokeelia
Climb aboard Reel Drag Fishing Charters, a sleek 2021 Parker 2510 Center Console based in beautiful Bokeelia.
+3
trips from
US $500
44 ft
Up to 6 people
Captain Paul's Yacht Charters
4.9
/5
(3 reviews)
•
237 external reviews
Cape Coral
Experience the perfect escape aboard Captain Paul's Yacht Charters, a beautifully restored 1986 Marine Trader LaBelle Motor yacht (completely renovated in 2025), docked in the serene waters of Cape Coral.
"My family and I booked an afternoon trip with Captain Paul, and were so very happy with our experience!" — Aimee,
"My family and I booked an afternoon trip with Captain Paul, and were so very happy with our experience!" — Aimee,
trips from
US $500
25 ft
Up to 6 people
Reel Drag Fishing Charters
5.0
/5
(3 reviews)
•
11 external reviews
Captiva
Step aboard Reel Drag Fishing Charters, a sleek and powerful 2021 Parker 2510 Center Console, conveniently based out of scenic Captiva.
"Superbly talented captain and his Parker 25 is the perfect boat for cruising or fishing." — Matthew,
"Superbly talented captain and his Parker 25 is the perfect boat for cruising or fishing." — Matthew,
+3
trips from
US $500
22 ft
Up to 6 people
Hookin’ Snook Charters
New
4.9
/5
(61 external reviews)
Fort Myers
Hookin’ Snook Charters is a restored 1977 Aquasport 222 Bay Boat based in Fort Myers, offering private adventures for up to six guests.
+4
trips from
US $550
Top Pine Island Destinations
Frequently Asked Questions about Boat Tours in Pine Island
According to customer reviews, some of the most popular boat tours in Pine Island are:
Full list of top boat tours in Pine IslandAccording to customer reviews, some of the most popular boat tours in Pine Island are:
Full list of top boat tours in Pine IslandThe average price for a private 4 hour Pine Island boat trip is US $548, while an 8 hour private trip will cost you US $829 based on prices on BoatBooker.com.
The average price for a private 4 hour Pine Island boat trip is US $548, while an 8 hour private trip will cost you US $829 based on prices on BoatBooker.com.
The top 5 boating-related activities in Pine Island are:
The top 5 boating-related activities in Pine Island are:
The top 5 most popular boat types you can rent in Pine Island, by number of boats available are:
The top 5 most popular boat types you can rent in Pine Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Pine Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Pine Island, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Pine Island are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Pine Island are:
The average price of boat tours in Pine Island is:
- Extended boating trips – US $1,400
- 2-hour boating trips – US $384
- 3-hour boating trips – US $480
- 4-hour boating trips – US $597
- 5-hour boating trips – US $758
- 6-hour boating trips – US $680
- 8-hour boating trips – US $963
The average price of boat tours in Pine Island is:
- Extended boating trips – US $1,400
- 2-hour boating trips – US $384
- 3-hour boating trips – US $480
- 4-hour boating trips – US $597
- 5-hour boating trips – US $758
- 6-hour boating trips – US $680
- 8-hour boating trips – US $963
What people said about boating in Pine Island
- 5.0/5(4 Hour – Destination Tour (PM))
Wonderful way to explore the area!
Highly recommend! Matlacha is a central location that gives you options of which islands and waterways to explore. It was a short drive from Ft Myers and we were able to quickly get out to clear water and great shelling. Captain Greg was able to customize our stops so we got exactly what we wanted!
- 5.0/5(3-hour sunset/island trip)
Great evening in the water!
bring a swimsuit even for an evening cruise because there is plenty of time to jump off the boat for a quick swim
- 5.0/5(4 Hour Trip – Dolphin & Cruise)
Cruising in Style and Comfort
I highly recommend this trip. And surprisingly, it was not too hot at the beginning of June. The fresh breeze on the water kept it comfortable. The Captain even offered to let us fish.
- 5.0/5(4-hour island hopping)
Shelling Trip
Im rating it “good” just because there happened to be a lot of sea weed and cloudy water while we were there. Had nothing to do with our boat experience though.
- 4.7/5(4 Hour Trip – Dolphin & Cruise)
Adorable Old-Timey Boat with Charming Crew!!
Cape Coral is right at the edge of the Gulf, but depending on the home location of the boat, it might take a few minutes to reach open water. Just sit back, relax, and enjoy the scenery and wildlife!
- 5.0/5(6 Hour – Your Island Adventure)
What an Island Adventure!
Beautiful waters comparable to the keys this time of year great boating experience for boat lovers
- 5.0/5(4 Hr – Charter Beach Dolphin Fun)
Captain Randy’s experience was great
March is clearly the best time to be here. Not overly crowded. Perfect weather.
How people rated boat trips in Pine Island
5.0/5(4 Hour – Destination Tour (PM))Amazing trip
Captain Greg is the best! Knowing the area so he brings you to the best spots ! I would highly recommend him ! Book him today.
- 5.0/5(3 Hour – Private Booze Charter (AM))
Best part of our vacation!
Our group had the most amazing day! Captain Greg was 10/10! He checked in with us before the trip to ensure our day was planned to our needs. We cruised in the water, saw many dolphins, relaxed in the most beautiful sand bar and had so much fun! These memories will last a lifetime time and we will definitely be back next time we are in town. Thank you Captain’
5.0/5(3-hour sunset/island trip)Great evening in the water!
My family was in town visiting my Father in Law for his birthday and I scheduled the trip on Lil’ Yachty. Captain Scott gave us a leisurely sightseeing cruise of the area. We saw tons of birds and the most amazing sunset. I would definitely recommend a trip with Scott if you are in the area. We hope to plan another excursion next time we visit!- 5.0/5(4 Hour – Destination Tour (AM))
Best Trip Ever!
We had family in from Indiana and wanted to show them a great day on the water Captain Greg did just that! He was very thorough when giving instructions to insure our safety. His boat was pristine and He treated us like family the whole trip! I will never rent from anyone else. Thank you Captain Greg for a wonderful day!
5.0/5(Special 3 hour trip for Michael Sorenson)Lost Count Of The Number Of Fish Caught
Once again Captain Miguel delivered. Even though the waters were abnormally warm, we still reeled in a wide variety of fish.
5.0/5(4 Hour Trip – Dolphin & Cruise)Cruising in Style and Comfort
My family and I spent a beautiful morning taking a cruise on Captain Paul's Yacht. It was spacious, comfortable and provided a cool shady seating area to enjoy the view. We cruised by Sanibel and Captiva Islands and the Sanibel Lighthouse. The Captain and his first mate, Mark, were friendly, helpful, and provided bottles of water. There are two bathrooms on the boat. The boat was not super noisy like some motor yachts. A perfect little cruise.- 5.0/5(4-hour shelling/beach trip)
Shelling and Fishing
We went out for shelling and fishing and our crew had an amazing time! Captain Scott knew a great location where our whole family could do what they wanted (some were off on the island shelling where others stayed by the boat to fish). We have four kids (12 years, 9 1/2 years, 8 years, and 6 1/2 years) and Captain Scott was amazing with all!
- 5.0/5(Dolphin & Wildlife Tours Afternoon)
Amazing!!
The captain was super friendly and knowledgeable. He shared with us what he was doing/where he was going and what to look for. We saw dolphins right away, super close to the boat. He took us in coves to try to see manatees. We saw a ton of wildlife and had an awesome time. Highly recommend!
5.0/5(4 Hour – Your Island Adventure)Capt. Nick is Alright Alright Alright
what an amazing day we had with Capt Nick! swimming, shelling and a nice lunch at Mainstay. highly recommend this gentleman for his knowlege of the area and his kindness. He provided is with shelling bags for us and coolers full of ice for out beverages. set up a great beach day with unbrellas and chairs. could not have gone any better!
5.0/5(4 Hour – Shelling Trip (AM))Cayo costa Shelling trip
Wonderful morning trip to Cayo Costa. Incredibly clear water and abundance of shells and no crowds! What could be better? Highly recommend Captain Andy!
- 5.0/5(4-hour island hopping)
Shelling Trip
We had a wonderful time! Found plenty of shells. Beautiful boat and the captain was friendly, knowledgeable and made sure we were comfortable. We would highly recommend. - 5.0/5(4-hour shelling/beach trip)
perfect trip
We brought our 78 year old mother to see the ocean for the first time in her life and it was absolutely perfect. Scott was very kind, accommodating and patient with all of us! At the end of our boat trip, 7 dolphins escorted us out of Captiva Island ❤️ so beautiful ❤️ Perfect day! Thanks Scott!!
- 5.0/5(Special Rate - Trip to Paradise ?)
Highlight of our trip
I couldn’t recommend doing this charter more. Captain Scott was super personable and was very sweet with our kids. He took us to an area that felt just like the Caribbean with crystal blue water and shallow pools for our little ones to play in. We found some cool shells and sand dollars. We saw dolphins, tarpon, a manatee and sting rays. The icing on the cake was letting the kids jump from the top of the boat. Just an awesome time!
- 5.0/5(Dolphin & Wildlife Tours Afternoon)
Great crew! Great trip!
Captain Miguel and mate were friendly, personable, and knowledgeable. We had a great eco-trip and spotted numerous wildlife. The dolphins were awesome! 
5.0/5(3 Hr – Private Shelling Cayo Costa)Beautiful trip and fabulous captain!
Had a great time! Randi is super fun and accommodating. The island is beautiful and you can truly tell she has so much experience there and has great respect for not only the land, but also her guests. Highly recommend!
- 5.0/5(4 Hr – Cabbage Key & Cayo Costa)
Cabbage Key - Cayo Costa tour
We had a wonderful trip with Captain Randi! Her boat is beautiful and she was very friendly and informative. definitely would recommend
- 5.0/5(2 Hr – Sunset Tour)
Captain Greg
Captain Greg was so accommodating- we had to change our date and he was so great about the change. We had a lovely boat ride and actually we went beyond our time element so we could catch the sunset. I highly recommend him - he is very personal and knowledgeable also. Pam
- 5.0/5(6 Hour – Your Island Adventure)
What an Island Adventure!
Amazing Captain and beautiful boat! Comfortable seating! A wonderful day experiencing the history and islands only accessible by boat. Great way to spend one of our days of vacation. Captain’s hospitality was amazing! He even customized it for us to see the FMO raft up. Thank You Nick! - 5.0/5(3-hour sunset/island trip)
Great day on the water
Scott was an excellent and very knowledgeable captain. we loved all the places he took us and he was very open to our suggestions. I highly recommend Li’l Yachty and Captain Scott.
- 5.0/5(5 Hour – Cabbage Key Shell/Fishing)
Best Fun Boat Day!
Captain Scott helped us experience. Highlights were island hopping around Cabbage Key and North Captiva. We stopped to spot dolphins, took great group pictures and couldn’t have asked for a better experience!