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St Thomas Private Sightseeing Tour: Explore History, Shopping, and World-Renowned Beaches
4.9
377 Ratings
Skyline Drive
Discover the best of St. Thomas on a private sightseeing tour that includes history, shopping, and world-renowned beaches. Customize your itinerary and enjoy a personalized experience with your own tour guide.
Discover the best of St. Thomas on a private sightseeing tour that includes history, shopping, and world-renowned beaches. Customize your itinerary and enjoy a personalized experience with your own tour guide.
Duration:
6 hours
Cancellation:
24 hours
Highlights
- Skyline Drive - The Skyline Drive scenic lookout offers an observation deck 900 ft. above sea level, providing a stunning view over Charlotte Amalie. Guests can step off the tour bus to capture photos, while the tour guide explains the sights and takes pictures with your cameras, featuring the breathtaking views in the background.
- **Drake’s…
- Skyline Drive - The Skyline Drive scenic lookout offers an observation deck 900 ft. above sea level, providing a stunning view over Charlotte Amalie. Guests can step off the tour bus to capture photos, while the tour guide explains the sights and takes pictures with your cameras, featuring the breathtaking views in the background.
- Drake’s Seat - Enjoy spectacular views overlooking Magens Bay and the British Islands. Guests have the opportunity to take photos, with the tour guide providing explanations of the scenery and assisting with photography, ensuring the beautiful views are included.
- Mountain Top - Situated 1,500 ft above sea level, this is a must-see viewpoint. It’s one of the premier lookout spots on St. Thomas! Guests can take photos, with the tour guide offering insights into the sights and helping with photography, capturing the stunning views. Guests can also enjoy some duty-free shopping.
- Blackbeard’s Castle - Guests can explore and photograph Blackbeard’s Castle, a National Historic Landmark.
- Frederick Evangelical Lutheran Church - Guests will have the opportunity to visit.
- Emancipation Garden - Guests will have the opportunity to visit.
- Market Square - Guests will have the opportunity to visit.
- 99 Steps - Guests will have the opportunity to visit.
- Magens Bay - Guests can explore and take photos, with the option to swim if desired. There is a $7.00 admission fee for anyone aged 13 and older.
- Charlotte Amalie - Guests can explore and photograph this historic city. The tour guide provides detailed explanations of the sights. Guests can also enjoy duty-free shopping and sample local cuisine if they wish.
What's Included
- Private transportation
- Audio headsets for clear guidance
- Complimentary bottled water
- Expert, certified tour guide services
- Comfortable in-vehicle air conditioning
- Skip-the-line access to attractions
- Personalized photo sessions with your device
- Convenient hotel/port pickup and drop-off
- Private transportation
- Audio headsets for clear guidance
- Complimentary bottled water
- Expert, certified tour guide services
- Comfortable in-vehicle air conditioning
- Skip-the-line access to attractions
- Personalized photo sessions with your device
- Convenient hotel/port pickup and drop-off
What's Not Included
- Admission to Magens Bay Beach.
- Lunch
- Entrance fees
- Entrance fees
- Admission to Magens Bay Beach.
- Lunch
- Entrance fees
- Entrance fees
Additional Information
Seeking the ULTIMATE private sightseeing tour package in St. Thomas? Look no further! Discover everything St. Thomas has to offer with your private group! Enjoy a private sightseeing excursion, an exclusive historical tour, picture-taking opportunities with your camera provided by our tour guide, including beautiful background scenery, indulging in some…
Seeking the ULTIMATE private sightseeing tour package in St. Thomas? Look no further! Discover everything St. Thomas has to offer with your private group! Enjoy a private sightseeing excursion, an exclusive historical tour, picture-taking opportunities with your camera provided by our tour guide, including beautiful background scenery, indulging in some amazing duty-free shopping, savour a meal at a tantalizing local eatery, and unwind or dip into the waters at Magens Bay Beach; counted amongst the top ten beaches worldwide or any beach of your preference. Guests can also modify this tour to their taste by including or excluding any attractions!
- Price is per vehicle. Minimum number of passengers is 1 and maximum number of passenger is 100
- At time of booking, Cruise ship passengers must provide the following information at time of booking: ship name, docking time, disembarkation time and re-boarding time
- Dress code is smart casual
Location
Skyline Drive
Skyline Dr, St Thomas, Usvi
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(377 Ratings)
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Rebecca_b
Mar 4, 2026
If you're visiting St.... - If you're visiting St. Thomas and want an unforgettable island experience, The Best of St. Thomas Private Sightseeing Tour run by David’s Fun Tour is absolutely the way to go!
We were fortunate to have Michael as our driver, and he was outstanding from start to finish. He was professional, friendly, incredibly knowledgeable, and made us feel completely at ease the entire time. His passion for the island really shines through, and he shared so much history, culture, and local insight that we never would have learned on our own.
One of the best parts of booking with David’s Fun Tour is the private experience. There’s no rushing, no crowded buses, and no strict schedule. Michael tailored the tour to our interests, gave us plenty of time at each stop, and made sure we saw the most breathtaking viewpoints on the island.
The scenery was absolutely stunning—panoramic mountain views, crystal-clear turquoise water, and incredible photo opportunities at every turn. Michael knew all the perfect spots for pictures and even helped us capture some amazing shots. He also shared fascinating stories and local recommendations that made the experience feel personal and authentic.
What truly made this tour special was Michael’s warm personality and attention to detail. He treated us like friends, not just passengers, and went above and beyond to make sure we had an amazing time.
If you're visiting St. Thomas, do yourself a favor and book this tour—especially if you can request Michael. It was hands down one of the highlights of our trip. Five stars all the way! ⭐⭐⭐⭐⭐
Review provided by Viator
Louis
Mar 4, 2026
lay of the land - Jason was very personable
informative
Review provided by Tripadvisor
Kathy_b
Mar 1, 2026
Fun Day in the Sun! - Great way to see many “must sees” on the island. Had a wonderful guide (Ms. Stacy) who shared a lot of her island’s history. Photo opportunities abound — be sure to brandish the swords at Blackbeard’s Castle. Ended the day at Magens Bay — just wow!!! Would definitely recommend for an adult group — might not keep kids interest. Our “girls” group of 9 had a marvelous time. Fun way to spend the day on this beautiful island! Highly recommend!!
Review provided by Viator
Lori_m
Feb 26, 2026
Engaging host!! - Our host was very helpful with suggestions and ideas, listen to them. If they recommend a more secluded beach than Meagan’s Bay, listen! Although a beautiful beach, there were 5 cruise ships in port and it was packed!
Review provided by Viator
Sdzlw
Feb 17, 2026
St thomas - Great tour saw many sights . Tour guide was great and flexible with itinerary for the day. Highly recommend
Review provided by Viator
Daniel_k
Feb 13, 2026
David’s Fun Tours showed... - David’s Fun Tours showed us an amazing time in St Thomas. Jason is a fantastic guide. He gave us some history, some culture, and a GREAT day! Highly recommended
Review provided by Viator
Christopher_t
Feb 13, 2026
Great island tour!!! - This was a great experience. Michael, our tour guide, drove us all around to the best sights in St. Thomas. The streets there are very narrow and difficult to drive and he got us through them safely and efficiently, allowing us to see the most sights we could. He took us to the top of the mountain, the downtown area and along the coast. It was a great tour. We stopped on a few occasions to allow our group to shop for souvenirs and also eat lunch at a great local restaurant he recommended. I recommend this tour to anyone who visits St. Thomas
Review provided by Viator
Jill_h
Feb 12, 2026
What a great tour,... - What a great tour, Airforce1 was a wonderful guide! He took us the whole city. Great tour.. would highly recommend
Review provided by Viator
Navigatio888
Feb 10, 2026
Great communication and refund policy - My group unfortunately did not get to experience the arranged tour, as our cruise ship was unable to dock due to high winds and rough waves, but I wanted to leave a review nonetheless because the communication and professionalism have been excellent. Indeed, David was always prompt with his email replies and issued a full refund soon after we were unable to take the tour. I look forward to using the company in the future!
Review provided by Tripadvisor
Pam_w
Feb 19, 2026
Used as a shore excursion - We booked this tour to get us around the island to see the highlights and give us a little bit of beach time. Our driver, Stacy was very nice and very informative.. The weather was a little yucky that day, so it impacted the experience which was no fault of the company. I needed to move 10 women around the island in the most cost-effective way and get us to Megan’s Bay. I felt like the tour was a little overpriced for what you get. It cost us $900 to have her for about 6 1/2 hours. Plus, we had to pay the entrance fee into the beach and the chairs were . It was a seven dollar entrance fee and then $40 for two beach chairs and a It was a seven dollar entrance fee and then $40 for two beach chairs and umbrella. I feel like we could’ve found something a little bit more reasonable. The fact that we 10 people make it a little difficult on options. If I did it again, I think I would’ve just hired a taxi to take us to Megan‘s Bay and maybe negotiated a stop or two. It was nice having her with us at the whole time. Just not sure it was worth $900.
Review provided by Viator
