3425 16th Ave. SE Naples, Florida 34117

About Us

Captain Dan Short - Tropical Penguin Charters

Meet Captain Dan

Captain Dan. Growing up in NW Indiana, Dan always enjoyed any activity related to the water on Lake Michigan, Lake Erie, and the dozens of lakes in the Midwest area. He served 4 years in the United States Marine Corps, earning a combat action ribbon while deployed to the Middle East with 2d Recon Battalion. After being honorably discharged from the Marine Corps, Dan attended the Ocean Corporation in Huston, TX to receive a commercial diver certificate, before working offshore in the Gulf of Mexico for 3 and a half years. Following a sailing trip in the Florida Keys, where he fell in love with all things Florida, Dan went home and moved to SW Florida. Having worked for several outstanding local charter companies, he decided to open Tropical Penguin Charters with a focus on sailing. Dan is a professional educator, currently teaching 3rd grade at Palmetto Elementary, whose enthusiasm for sharing the wonders and experiences of SW Florida never wanes.

Meet Captain Bradley

Captain Bradley has loved being in, around, and under the sea from a very young age. He received his Padi Junior Diving Qualification in 8th grade, and has continued to enjoy diving, kayaking, and sailing along the Florida coast. With his 25T Master USCG license, Captain Bradley will gladly share the experience of tropical exploration with his charter guests.

Dan L. Short Jr. - Tropical Penguin Charters
Dan L. Short Jr. - Tropical Penguin Charters

Meet Captain Bradley

Captain Bradley has loved being in, around, and under the sea from a very young age. He received his Padi Junior Diving Qualification in 8th grade, and has continued to enjoy diving, kayaking, and sailing along the Florida coast. With his 25T Master USCG license, Captain Bradley will gladly share the experience of tropical exploration with his charter guests.

Why Choose Us

FRIENDLY & PROFESSIONAL CREW

PROFESSIONAL SAILING CHARTERS

We pride ourselves on providing a safe, friendly, and enjoyable atmosphere for all of our guests.

10+ YEARS OF EXPERIENCE

EXPERIENCED CHARTER CAPTAINS

We bring over 10 years of on-the-water experience & are lifetime residents in Southwest, Florida. We know our way around the best destinations surrounding Florida.

AFFORDABLE SAILING CHARTERS

WE OFFER PACKAGES TO FIT ANY BUDGET

We offer affordable pricing and packages for all kayaking, sailing, fishing, & excursions. We accommodate special events and corporate gatherings.

Featured Sailboat for Charter

$850 / week
Southwest Florida
42 knots
6
4

Interested in Chartering
Your Sailboat?

If you’re already an Oyster yacht owner and considering offering it for charter, please, contact our Manager to discuss making the most of this valuable opportunity.