A Day with Smitty: The Island Whisperer

The sun was just beginning to cast its golden glow over the Caribbean as I embarked on a private sightseeing tour of St. Thomas. My guide for the day was Smitty, a local legend known for his deep knowledge of the island and his warm, welcoming nature. As a former professional surfer, I’ve spent countless hours in the ocean, but today was about exploring the land, and I couldn’t have asked for a better companion.

Smitty’s enthusiasm was infectious as he shared stories of the island’s history and culture. Our first stop was Drake’s Seat, where the view of Magens Bay and the British Virgin Islands was nothing short of breathtaking. Smitty expertly timed our visit to avoid the crowds, allowing us to soak in the scenery in peace. As we continued our journey, Smitty’s insights into the island’s landmarks, from Blackbeard’s Castle to the historic St. Thomas Synagogue, painted a vivid picture of the island’s rich past.

Hidden Gems and Secluded Beaches

One of the highlights of the tour was our visit to a secluded part of Magens Bay. As someone who’s spent a lifetime chasing waves, finding a quiet spot on a world-renowned beach felt like discovering a hidden treasure. The warm, clear waters were perfect for a refreshing swim, and the shaded benches provided a relaxing spot to unwind. Smitty’s knack for finding these off-the-beaten-path locations made the experience feel exclusive and intimate.

The tour also included a stop at Mountain Top, where we indulged in some duty-free shopping and enjoyed the panoramic views from 1,500 feet above sea level. The air-conditioned comfort of the Mercedes Sprinter van, complete with cold bottled water, was a welcome respite from the tropical heat. Smitty’s attention to detail and his ability to cater to the diverse interests of our group made the day truly unforgettable.

A Perfect Blend of Adventure and Relaxation

As the day drew to a close, we made our way back to the dock, our hearts full of memories and our cameras full of pictures. Smitty’s impeccable timing ensured we had ample time for each activity, from sightseeing to shopping to snorkeling. His friendly demeanor and expert guidance made the tour feel like a day out with an old friend rather than a guided excursion.

For anyone visiting St. Thomas, I can’t recommend this private tour enough. It’s a perfect blend of adventure and relaxation, offering a personalized experience that’s far more rewarding than the typical cruise shore excursions. Whether you’re a seasoned traveler or a first-time visitor, Smitty’s tour is a must-do. St. Thomas Adventure