Pine Island to Cabbage Key & Cayo Costa 

5.0/5 (8 reviews)
 Stringfellow Road 16501, Bokeelia, FL 33922, United States

Pine Island to Cabbage Key & Cayo Costa 

Bokeelia, FL, United States
21 feet
6
5.0/5 (8 reviews)

Set off on a private island adventure with Captain Randi – Island Tours, departing from Four Winds Marina on Pine Island. This isn’t just a boat ride—it’s your VIP pass to the best of Southwest Florida.

Cruise in style on a sleek 21’ NauticStar center console, perfect for up to 6 guests. Powered by a 200HP Yamaha, this boat is fast, smooth, and built for exploring hidden beaches, spotting dolphins, and hopping between iconic island destinations.

Your day is completely customizable, but most guests love the perfect combo:
Cayo Costa – untouched beaches, shelling, swimming, and that “no roads, no crowds” vibe
Cabbage Key – a legendary island restaurant only accessible by boat (cheeseburgers + dollar bills included)

Whether you want to relax on the beach, hunt for shells, grab lunch, or just cruise and take in the views, Captain Randi has you covered with local knowledge, great energy, and a fun, laid-back vibe.

Onboard you’ll enjoy a Bluetooth sound system, cooler for your drinks, and plenty of space to kick back. Snorkel gear is available as an add-on if you want to explore below the surface.

Private tour (just your group—no strangers)
Alcohol, kids, and swimming all welcome
Fully equipped with all required safety gear for peace of mind

If you’re looking for a fun, effortless, and unforgettable day on the water—this is it.

Spots fill fast—book your private charter with Captain Randi now.

Set off on a private island adventure with Captain Randi – Island Tours, departing from Four Winds Marina on Pine Island. This isn’t just a boat ride—it’s your VIP pass to the best of Southwest Florida.

Cruise in style on a sleek 21’ NauticStar center console, perfect for up to 6 guests. Powered by a 200HP Yamaha, this boat is fast, smooth, and built for exploring hidden beaches, spotting dolphins, and hopping between iconic island destinations.

Your day is completely customizable, but most guests love the perfect combo:
Cayo Costa – untouched beaches, shelling, swimming, and that “no roads, no crowds” vibe
Cabbage Key – a legendary island restaurant only accessible by boat (cheeseburgers + dollar bills included)

Whether you want to relax on the beach, hunt for shells, grab lunch, or just cruise and take in the views, Captain Randi has you covered with local knowledge, great energy, and a fun, laid-back vibe.

Onboard you’ll enjoy a Bluetooth sound system, cooler for your drinks, and plenty of space to kick back. Snorkel gear is available as an add-on if you want to explore below the surface.

Private tour (just your group—no strangers)
Alcohol, kids, and swimming all welcome
Fully equipped with all required safety gear for peace of mind

If you’re looking for a fun, effortless, and unforgettable day on the water—this is it.

Spots fill fast—book your private charter with Captain Randi now.

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Customer reviews

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Rating

5.0
(8 reviews)
4.9
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (13)

All reviews (8)

Showing 15 of 8 reviews
Landau Kristin
Landau Kristin
us
New York, US
Member since 2026
5.0
Verified
Randi is fantastic!
3 Hr – Private Shelling Cayo Costa - 9:00 AM on March 31, 20262 adults
Randi took myself, my daughter and my 3 year old granddaughter out to Cayo Costa for an afternoon of shelling and beach time. When deciding on which captain to book I read all of the reviews and decided Randi seemed like the perfect match for us. I was not disappointed, Randi was not only a very capable boat captain but very knowledgeable about the area. She even helped my granddaughter make a sandcastle! We highly recommend her and would use her services again. Thank you Randi for a perfect trip!
Response from Captain
April 1, 2026
Thank you SO much! It was my pleasure 💜⚓️🧜‍♀️
Michael Bevill
Michael Bevill
us
Joliet, IL, US
Member since 2026
5.0
Verified
Beautiful trip and fabulous captain!
3 Hr – Private Shelling Cayo Costa on April 16, 20262 adults
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!
Response from Captain
April 16, 2026
Awwww thank you so much!! That really means alot to me 🧜‍♀️
Pamela Troxel
Pamela Troxel
us
Indiana, US
Member since 2026
5.0
Verified
Cabbage Key - Cayo Costa tour
4 Hr – Cabbage Key & Cayo Costa on April 14, 20266 adults
We had a wonderful trip with Captain Randi! Her boat is beautiful and she was very friendly and informative. definitely would recommend
Response from Captain
April 14, 2026
Thank you so much for the lovely review 💜🧜‍♀️
Sharon Maddux
Sharon Maddux
us
Georgia, US
Member since 2026
5.0
Verified
Best Day of our Trip!
4 Hr – Cabbage Key & Cayo Costa on April 3, 20263 adults
Nicholas Dinges
Nicholas Dinges
us
Illinois, US
Member since 2025
5.0
Verified
Captain Randi Rocks!
4 Hr – Cabbage Key & Cayo Costa on November 14, 20254 adults
Captain Randi provided a great trip to Cabbage Key and Cayo Costa! Our group had great time and would highly recommend.
Response from Captain
November 15, 2025
Thank you so much for the kind words!! Hope to see you all again one day soon 🥰

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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3 Hr – Private Shelling Cayo Costa
FREE Cancellation 3 days notice
3 hour trip multiple starting times (8:00 AM, 9:00 AM, 10:00 AM, 11:00 AM)
US $375
Private tour: up to 6 people
3 Hr – Cabbage Key Lunch
FREE Cancellation 3 days notice
3 hour trip starts at 10:00 AM
US $375
Private tour: up to 6 people
3 Hr – Cayo Costa Island Beach
FREE Cancellation 3 days notice
3 hour trip multiple starting times (8:00 AM, 9:00 AM, 10:00 AM, 11:00 AM, 12:00 PM, 1:00 PM)
US $375
Private tour: up to 6 people
4 Hr – Cabbage Key & Cayo Costa
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 8:30 AM, 9:00 AM, 10:00 AM)
US $460
Private tour: up to 6 people
There are 7 people looking at this charter.

Customer reviews

Loading...

Rating

5.0
(8 reviews)
4.9
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (13)

All reviews (8)

Showing 15 of 8 reviews
Landau Kristin
Landau Kristin
us
New York, US
Member since 2026
5.0
Verified
Randi is fantastic!
3 Hr – Private Shelling Cayo Costa - 9:00 AM on March 31, 20262 adults
Randi took myself, my daughter and my 3 year old granddaughter out to Cayo Costa for an afternoon of shelling and beach time. When deciding on which captain to book I read all of the reviews and decided Randi seemed like the perfect match for us. I was not disappointed, Randi was not only a very capable boat captain but very knowledgeable about the area. She even helped my granddaughter make a sandcastle! We highly recommend her and would use her services again. Thank you Randi for a perfect trip!
Response from Captain
April 1, 2026
Thank you SO much! It was my pleasure 💜⚓️🧜‍♀️
Michael Bevill
Michael Bevill
us
Joliet, IL, US
Member since 2026
5.0
Verified
Beautiful trip and fabulous captain!
3 Hr – Private Shelling Cayo Costa on April 16, 20262 adults
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!
Response from Captain
April 16, 2026
Awwww thank you so much!! That really means alot to me 🧜‍♀️
Pamela Troxel
Pamela Troxel
us
Indiana, US
Member since 2026
5.0
Verified
Cabbage Key - Cayo Costa tour
4 Hr – Cabbage Key & Cayo Costa on April 14, 20266 adults
We had a wonderful trip with Captain Randi! Her boat is beautiful and she was very friendly and informative. definitely would recommend
Response from Captain
April 14, 2026
Thank you so much for the lovely review 💜🧜‍♀️
Sharon Maddux
Sharon Maddux
us
Georgia, US
Member since 2026
5.0
Verified
Best Day of our Trip!
4 Hr – Cabbage Key & Cayo Costa on April 3, 20263 adults
Nicholas Dinges
Nicholas Dinges
us
Illinois, US
Member since 2025
5.0
Verified
Captain Randi Rocks!
4 Hr – Cabbage Key & Cayo Costa on November 14, 20254 adults
Captain Randi provided a great trip to Cabbage Key and Cayo Costa! Our group had great time and would highly recommend.
Response from Captain
November 15, 2025
Thank you so much for the kind words!! Hope to see you all again one day soon 🥰

FAQs about Pine Island to Cabbage Key & Cayo Costa

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What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Nauticstar
Boat Model
Legacy Center Console
Year built
2015
Boat length
21 ft
Capacity
6 persons
Engine model
Yamaha
Max crusing speed
60 knots
Powered by
1 x 200HP
Engine Type
Outboard
Fuel Type
Gas
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Nauticstar
Boat Model
Legacy Center Console
Year built
2015
Boat length
21 ft
Capacity
6 persons
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