Board a spacious 26-ft World Cat, explore Jug Creek, Pine Island Sound on the way to Cabbage Key.
Bokeelia, · Water sports
Listing highlights
What you’ll do
This experience is hosted in English.
4.95 out of 5 stars, from 331 reviews
4.95, · 331 reviews
0 of 0 items showing
, · 2 weeks ago
The tour with Captain Will was simply fantastic. We went swimming at a lagoon, visited an island with excellent food, and saw dolphins and manatees. Will was very calm during the process and took the time for everything we wanted to see. He also provided a lot of explanations and responded to any questions we had. It was simply a fantastic outing, and our children also loved it.
Tim
Gera, Germany
, · 3 weeks ago
Taking a ride with Captain Will is one of the best choices you will make while in the area. He is funny and kind and knows so much history of the surrounding islands, with stories to enjoy . He stopped at a sandbar for us to look for shells and let our dogs run about. We saw dolphins and manatees and many seabirds. Lunch at Cabbage Key was delicious. It was all in all a wonderful morning!!
Alice
Lakeville, MA
, · April 2026
Will was an incredible host. Funny, knowledgeable, easygoing. Went out of his way to make sure we were happy. Nothing beats watching dolphins chase the boat and play in the wake up close! Highly recommend the experience!
Aimee
Waterbury, CT
, · April 2026
Capt Will provided a glorious day on the water!
Joanne
Rochester, NY
, · April 2026
We had a great time on our cruise to Cayo Costa and Cabbage Key with Capt. Will. We saw dolphins and manatees in the wild! It was a wonderful experience. I was hoping to see more of Cayo Costa but it was a great day. He is an expert Captain and very professiona..
Carmen
Bayfield, CO
, · April 2026
It was a great experience, Captain Will was so knowledgeable about the history of the nearby islands. No better local to get the job done. Caught dolphins and manatees on a great day with great people. Was very enjoyable
Daisy
United States
Some reviews have been automatically translated.
Upcoming availability
0 of 0 items showing
Where we’ll meet
Jug Creek Marina
Bokeelia, Florida, 33922, United States
About me
Retired teacher, boating enthusiast
My name is Will Olds, I am a life-long boating enthusiast. I served in the Navy and taught IB High School History for over 20 years. Upon retiring from teaching about 10 years ago, I have spent countless hours on the water sharing my passion for boating, exploring, and experiencing local ecosystems.
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
Guest requirements
Guests aged 2 and over can attend, up to 8 guests in total.
Activity level
The activity level for this experience is light and the skill level is beginner.
Cancel at least 1 day before the start time for a full refund.
Water sports are vetted for quality
Water sports are led by surfers, boaters and other hosts who showcase what makes the city unique. Learn more
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From / guest
Free cancellation
Explore Jug Creek, Cayo Costa and Cabbage Key
4.95 · 331 reviews
From / guest
Free cancellation
What you’ll do
This experience is hosted in English.
4.95 out of 5 stars, from 331 reviews
4.95, · 331 reviews
0 of 0 items showing
, · 2 weeks ago
The tour with Captain Will was simply fantastic. We went swimming at a lagoon, visited an island with excellent food, and saw dolphins and manatees. Will was very calm during the process and took the time for everything we wanted to see. He also provided a lot of explanations and responded to any questions we had. It was simply a fantastic outing, and our children also loved it.
Tim
Gera, Germany
, · 3 weeks ago
Taking a ride with Captain Will is one of the best choices you will make while in the area. He is funny and kind and knows so much history of the surrounding islands, with stories to enjoy . He stopped at a sandbar for us to look for shells and let our dogs run about. We saw dolphins and manatees and many seabirds. Lunch at Cabbage Key was delicious. It was all in all a wonderful morning!!
Alice
Lakeville, MA
, · April 2026
Will was an incredible host. Funny, knowledgeable, easygoing. Went out of his way to make sure we were happy. Nothing beats watching dolphins chase the boat and play in the wake up close! Highly recommend the experience!
Aimee
Waterbury, CT
, · April 2026
Capt Will provided a glorious day on the water!
Joanne
Rochester, NY
, · April 2026
We had a great time on our cruise to Cayo Costa and Cabbage Key with Capt. Will. We saw dolphins and manatees in the wild! It was a wonderful experience. I was hoping to see more of Cayo Costa but it was a great day. He is an expert Captain and very professiona..
Carmen
Bayfield, CO
, · April 2026
It was a great experience, Captain Will was so knowledgeable about the history of the nearby islands. No better local to get the job done. Caught dolphins and manatees on a great day with great people. Was very enjoyable
Daisy
United States
Some reviews have been automatically translated.
Upcoming availability
0 of 0 items showing
Where we’ll meet
Jug Creek Marina
Bokeelia, Florida, 33922, United States
About me
Retired teacher, boating enthusiast
My name is Will Olds, I am a life-long boating enthusiast. I served in the Navy and taught IB High School History for over 20 years. Upon retiring from teaching about 10 years ago, I have spent countless hours on the water sharing my passion for boating, exploring, and experiencing local ecosystems.
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Explore Jug Creek, Cayo Costa and Cabbage Key
Board a spacious 26-ft World Cat, explore Jug Creek, Pine Island Sound on the way to Cabbage Key.