St. Thomas Cultural Jeep Tour: Island Streets & Beaches
Your guide grew up playing on these streets and knows where the main roads don't go.
A half-day jeep tour of St. Thomas led by a native island guide who drives the winding streets of Charlotte Amalie, the mountain passes and coastal roads that most visitors miss. You'll stop at Drake's Seat overlook, Mountain Top (where the Banana Daiquiri was invented in 1953), and Magens Bay, one of the world's top ten beaches. Groups run from one to twelve people depending on the jeep option you choose, and pickup is included.
Options for this experience
3 optionsStep-by-step itinerary
Explore St. Thomas and Beaches
- Visit historic Fort Christian
- See shops on Main Street
- Check out 99 Steps and Blackbeard's Castle
- Stop at Mountain Top for views and Banana Daiquiri
- Relax at Magens Bay Beach
- View north side from Drake's Seat
- Mountain Top 1h
- Magens Bay Entry included 2h
- Drake's Seat Entry included 15m
What’s included
- Pickup from your hotel.
- a native guide fluent in English and Spanish.
- stops at Fort Christian, the 99 Steps, Blackbeard's Castle, Drake's Seat overlook, Mountain Top and Magens Bay.
- snorkels and masks for beach use.
- car seats for infants and small children.
Times
- Every day 09:00
Before you book
Operated by Jammin Jeep Tours LLC
Prices and times updated 7 days ago
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The experience
You start in the historic district, where your guide walks you through Fort Christian (built by Danish settlers in 1671), the 99 Steps, Blackbeard's Castle and the oldest church on the island. The streets here are narrow and steep, and a guide who grew up running them as a kid knows which ones connect and where they lead: knowledge that matters when you're navigating Charlotte Amalie on foot. From there the jeep heads west across the island, climbing to Mountain Top, where you get a view of the water from the sky deck and can try the Banana Daiquiri that was created here in 1953.
The route takes you to Drake's Seat, a scenic overlook on the north side, and then down to Magens Bay, which ranks among the world's top ten beaches. If another beach calls to you instead, the guide can pivot. Along the way, your guide points out the island's plants and animals, and will pull over to have you smell, taste or feel something growing in the bush if it's worth the stop. The tour runs four hours and covers the twists and turns of the island's topography, from the highest points down to roads that look like donkey paths.
Pickup is included, and you can book for one to four people in a single jeep, five to eight in two jeeps, or nine to twelve in three jeeps. The guide speaks English and Spanish. Snorkels and masks are on hand if you want them at the beach, and car seats are available for infants and small children.
Is this one for you?Book the single jeep if you're traveling solo or as a couple and want the guide's full attention on the island's history and hidden roads. Larger groups split across two or three jeeps, so everyone still gets a native guide who knows Charlotte Amalie's winding streets and the island's topography from growing up here.
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Top questions
What languages is the tour guided in?
Live guide in English and Spanish.
What happens if it rains?
It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.
What is Drake's Seat and what will I see from there?
Drake's Seat is a scenic overlook on the north side of St. Thomas that gives you a view across the water. It's one of the stops built into the tour route.
Can I choose a different beach if I don't want to go to Magens Bay?
Yes. Magens Bay is the main stop, but your guide can take you to a different beach if you prefer one instead.
How many people can fit in one jeep?
One jeep holds one to four people. If your group is larger, you can book two jeeps (five to eight people) or three jeeps (nine to twelve guests).
What does the guide know about the streets of Charlotte Amalie?
Your guide grew up on the island and played on the city streets as a youth, so they know the complex, winding layout of Charlotte Amalie and can navigate roads that most visitors don't find on their own.
Is lunch included in the tour?
Lunch is not included. The tour covers four hours and includes stops at attractions and beaches, but you'll want to plan for food and drinks separately.
What's special about Mountain Top?
Mountain Top is where the Banana Daiquiri was invented in 1953. You'll get views from the sky deck and can try one if you'd like.
St. Thomas Cultural Jeep Tour: Island Streets & Beaches
4h · EN · ES · at your hotel
from US$ 450 per group
Next, you choose your date and number of travelers and see the final price.