Captain Charlie Whittemore

Captain Charlie is originally from California and has been sailing since the age of five. He learned to sail in San Francisco and later moved to Laguna Beach in Southern California where he continued to sail. Charlie moved east to Rhode Island where he attended and graduated from the University of Rhode Island with a Bachelor's Degree in Sociology and a minor in Cultural Anthropology. Post college, Charlie relocated back to Laguna and worked in the hospitality industry and has covered the full spectrum from cooking to hotel management. He later opened his own merchandising and marketing business for the action sport retail market. Looking for a change, Charlie moved to St. Thomas in 2001 where he received his U.S. Coast Guard Captains License. Charlie never looked back and started Simplicity Charters in 2006. Charlie has certainly enjoying the ride showing his guest the best of the Virgin Islands.

Captain Nate McGowen

Captain Nate has been on St. Thomas for 20 years. When he was in high school he embarked on a sea semester and sailed around the Caribbean for six months. They started in St. Thomas and he fell in love with the island at first sight. As soon as he graduated high school he bought a one-way ticket with no place to stay and no work. Through hard work and determination he started his own power charter company and the rest is history. Nate loves being in the charter business because it has allowed him an opportunity to share what he loves with the people that are visiting and even with locals. There are so many places to see here that nobody knows about, being able to share this with his guest is his biggest reward.

Hinckley was a coconut terrier that we rescued here in St. Thomas when she was only ten weeks old. She was a jack russell terrier, beagle, and whippet mix. Hinckley lived aboard with the family and was a true salt sailing the seas with us for eleven years.
The time has come to celebrate the life of our best friend, Admiral Hinckley, the smiling sailor dog. She brought joy to our family, friends, and most of all, the guests who keep returning to be a part of Simplicity Charters. Thanks girl. We will always love you and cherish all of the memories we shared together.