Five people posing together on a wooden dock next to a yellow boat, with yachts and hills in the background under a blue sky.

St Thomas, USVI

Private Tours & Excursions

America's Paradise—refined and unfiltered

Get to know the best of St. Thomas we love through our signature island experiences. From sweeping tropical views to vibrant nightlife, we make sure every journey caters to your unique style. Take the stress out off your itinerary and enjoy ultimate relaxation with seamless transportation and insider guidance while we handle the road. Click below to reserve your experience or keep reading to learn more!

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Born 2 Strive Island Pride Tour

Experience the heart and soul of St. Thomas with our fully guided island tour. We created this immersive tour to showcase what makes us most proud—from live music and locally sourced food to one-of-a-kind vistas and the island lore.

Tour Overview

  • Historic Charlotte Amalie: Capital cruise & rich island history
  • The Legendary Mountain Top: 1,500-foot ascent, world-famous banana daiquiris & largest souvenir shop
  • Drake’s Seat: Historic lookout & family photos
  • Harbour Overlook & Live Steel Pan: Bird's-eye harbor views & live music
  • The East End & Local Flavors: Scenic countryside, fresh Caribbean fruit & authentic local cuisine
  • Paradise Point: The ultimate harbor view, classic island Painkillers & relaxing return cruise

Tour Itinerary

  • Historic Charlotte Amalie: Begin your journey cruising through the beautiful capital, where we’ll share the rich history and local knowledge of St. Thomas.

  • The Legendary Mountain Top: Next, we ascend 1,500 feet to the iconic Mountain Top. Here, while overlooking Magens Bay, you can browse the largest souvenir shop in America's Paradise and enjoy world-renowned signature banana daiquiris - over 7 million served! .

  • Drake’s Seat: From there, we head to the historic Drake’s Seat lookout to share some local lore and pause to capture the memory with some beautiful family photos.

  • Harbour Overlook & Live Steel Pan: We then move on to a unique vantage point that features a spectacular bird’s-eye view of the Charlotte Amalie Harbour and one of the island's greatest musical talents. We'll share a bit more island history and enjoy the live steel pan music.

  • The East End & Local Flavors: Next, we tour the scenic country and East End side of the island. We’ll stop by a couple of local spots to sample fresh Caribbean fruits and refreshments. If you’ve worked up an appetite, we'll gladly take you to one of our absolute favorite spots for authentic local cuisine.

  • Paradise Point: Our final stop is Paradise Point, home to what we consider the absolute greatest view of the Charlotte Amalie Harbour. It’s the perfect place to snap a few final pictures, enjoy a classic island Painkiller, and relax as we cruise smoothly back to our starting point.

Step into our island—on your terms.

A Night Out on St. Thomas

Step out into the vibrant energy of island nightlife with our exclusive Night Out in St. Thomas Experience. Skip the hassle of parking and navigating unfamiliar roads while you enjoy the island's best dining and entertainment. Sit back, relax, and let our local drivers provide safe, seamless travel all evening long.

  • Door-to-Door Service: Reliable, private pickup and drop-off wherever your evening takes you.
  • Authentic Dining: Smooth, timely transfers to and from your favorite spots- Or choose one of our most loved picks.
  • Nightlife & Lounges: Enjoy the local bar and club scene with a dedicated driver waiting for you.
  • Flexible Schedules: Change your plans on the fly with a vehicle ready when you are
Plan a Night Out

Experience America’s Paradise on your own terms

Custom Tours & Excursions Transportation

Enhance your island getaway with our fully customizable private day trips and tours. Designed for travelers who want to bypass crowded commercial tours- whether you want to uncover hidden gems, explore iconic landmarks, indulge in authentic Caribbean dining, or enjoy duty-free shopping. Our knowledgeable guides take you deep into the St. Thomas' vibrant culture and rich history.

  • Custom Day Trips: Tailored itineraries built entirely around what you want to see and do.
  • Bypass Crowds: Enjoy a private, relaxed experience away from the bustling commercial tour groups.
  • Hidden Gems & Landmarks: Discover secluded local spots and iconic island sights with ease.
  • Dining & Shopping: Seamless travel to authentic Caribbean restaurants and premier duty-free shopping.
  • Expert Local Guides: Gain deep insight into the vibrant culture and history of St. Thomas.
Plan a Custom Excursion

Feeling Sponteneous?

Because our tours are 100% private, you aren't locked into a someone else's schedule. Feel free to add unscheduled stops for shopping, sight-seeing, or dining anytime during your tour or transfer. St. Thomas is yours to explore!

Expert Drivers.

Local Knowledge.

First-Class Comfort.

Group Ready: Comfortable travel for VIP couples, large groups, and wedding parties with room for luggage and belongings

Refreshing Choices: Enjoy a complimentary selection of chilled beverages right when you step inside

Climate-Controlled Comfort: Step into a cool, air-conditioned vehicle to beat the tropical heat.

Insider Access: Tap into expert local knowledge with recommendations tailored just for you.

Seamless Arrivals: Real-time flight tracking paired with a warm meet-and-greet the moment you land.

Frequently asked questions

 Can I customize my private island tour itinerary in St. Thomas?

Yes. Our private island tours are completely flexible and custom-tailored to your schedule and interests. Your time is your time, meaning we build the sightseeing stops, shopping excursions, and dining experiences entirely around your personal itinerary.

Can we make unscheduled or spontaneous stops during our private tour?

Absolutely! Unlike public tour buses, our private excursions are entirely flexible. If you see a spot you’d like to explore, a shop you want to check out, or a restaurant you’d like to dine at along the way, simply let your driver know. We are happy to accommodate unscheduled stops for shopping, sight-seeing, or dining.

Do you offer private shore excursions for cruise ship passengers in St. Thomas?

Absolutely. We specialize in private group experiences and custom shore excursions for cruise ship passengers, families, and wedding parties. We coordinate your tour times seamlessly with your ship's arrival and departure schedule to ensure a stress-free island experience.

Do your island excursions accommodate large groups or family reunions?

Absolutely. We offer premium private group experiences tailored for family reunions, wedding parties, and large travel groups. Our spacious, modern fleet ensures your entire party travels together in air-conditioned comfort

What is included in your local dining and shopping excursions?

Our customized excursions introduce you to authentic Caribbean cuisine, local hidden gems, and premier island vendors. We tailor the specific dining and shopping stops based directly on your personal tastes and preferences.