Reviewed · ISLAND SIGHTSEEING AND JEEP TOURS

The Best of St Thomas Private Sightseeing Tour

5.0 · 332 reviews Operated by Davids Fun Tours · Bookable on Viator
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St. Thomas is best understood from above, and this tour gives you three strong viewpoints before turning to old churches, Danish-era streets, beaches, and shopping. You can look across Magen’s Bay from Drake’s Seat, gaze down on Charlotte Amalie from Skyline Drive, then reach Mountain Top at about 1,500 feet.

I like the private format, which lets you spend more time at a beach or shorten a shopping stop. I also like the guides’ personal approach. Jason, Raymond, Sinclair, Smitty, and others are praised for explaining island history, helping with photos, and adapting to families with different needs. The main caution is timing: the tour promises a lot for roughly six hours, and delayed cruise arrivals can leave little beach time.

Key points to know before booking

The Best of St Thomas Private Sightseeing Tour - Key points to know before booking

  • Three high viewpoints: Drake’s Seat, Skyline Drive, and Mountain Top give you different views of Magen’s Bay, Charlotte Amalie, the British islands, and St. Thomas.
  • A private vehicle and guide: Your group gets round-trip hotel or port transfers, bottled water, air conditioning, and a guide focused on your pace.
  • Beach time is flexible: Magen’s Bay is planned for up to two hours, while Coki Point is another possible swimming stop.
  • History is part of the day: The route includes the St. Thomas Synagogue, 99 Steps, Emancipation Garden, historic churches, Blackbeard’s Castle, and the Three Queens statue.
  • Photos are part of the service: Guides will take pictures with your camera, including shots with the views behind you.
  • Plan carefully from a cruise ship: Provide your ship and port schedule when booking, and keep enough time to return before re-boarding.

Three viewpoints that explain St. Thomas

The Best of St Thomas Private Sightseeing Tour - Three viewpoints that explain St. Thomas

The tour begins with a useful lesson in St. Thomas geography. This is a mountainous island with roads that climb quickly, and the first stops show why the island is famous for its views.

At Drake’s Seat, you get about 15 minutes to look across Magen’s Bay toward the British islands. The stop is brief, but it is one of the best places for a classic St. Thomas photograph. Your guide explains what you are seeing and can take pictures with your camera. That small service matters if you want a group photo rather than a collection of selfies.

Skyline Drive offers a different angle. At about 900 feet above sea level, the lookout looks toward Charlotte Amalie. You can see the harbor and the old city below, then connect the view with the history you will hear later in the day.

Mountain Top reaches roughly 1,500 feet and is presented as the high point of the sightseeing portion. The stop lasts about 20 minutes. You will have time for photos and an explanation of the view, but not an extended visit. I would treat these three stops as scenic introductions rather than long walks or nature outings.

The roads between viewpoints are part of the experience. The private vehicle gives you shade and air conditioning, which is welcome after time outside. It also saves you from arranging separate taxis between scattered sights.

Historic Charlotte Amalie in short, useful stops

The tour then moves into the historical center of the island. The stops are short, so this is an overview rather than a full walking tour.

Blackbeard’s Castle is a five-minute photo stop. You get to see the historic landmark and hear a brief explanation. The schedule does not promise an extended interior visit, so keep your expectations focused on seeing the site and learning its place in the city’s story.

The St. Thomas Synagogue is another important stop. It is described as the oldest active synagogue in North America, and you get time to see and photograph it. Five minutes is enough for a quick look, but anyone especially interested in the building should ask the guide how much time can be devoted to the area.

The 99 Steps offer another glimpse of old Charlotte Amalie. You can see and photograph the famous stairway, though the schedule allows only about five minutes. If stairs are difficult for someone in your group, mention that before the day begins. Several guides are described as accommodating people with limited mobility, but the route includes historic steps and uneven old-city areas.

Emancipation Garden gets more time, about 15 minutes. Here the guide explains the monuments, including the Liberty Bell and a plaque connected with early English settlers stopping in St. Thomas. This is one of the better places to pause and connect the island’s colonial and civic history with the views you saw from above.

The Frederick Evangelical Lutheran Church receives only two minutes, followed by the Three Queens statue at about five minutes. These quick stops work well for a first look, especially if your group wants both history and a beach. They will feel rushed if you hope to study architecture or linger at every monument.

Frenchtown adds a local coastal view

The Best of St Thomas Private Sightseeing Tour - Frenchtown adds a local coastal view

Frenchtown gives the tour a different mood. This fishing community is not simply another viewpoint or monument. You can photograph the waterfront and see wild fish while your guide explains what you are looking at.

The stop lasts around ten minutes, so it is a compact introduction. It will not replace a long meal or an afternoon in the neighborhood, but it breaks up the drive through the main tourist sights. This is also the kind of stop that can help you see St. Thomas as a lived-in island, not just a cruise port and beach destination.

The tour includes bottled water, but lunch is not included. Charlotte Amalie is the planned place to buy local food, and guides can recommend where to eat. If lunch matters to you, bring it up early so the guide can fit it into the schedule rather than leaving food until the final hour.

Magen’s Bay is the day’s main beach pause

The Best of St Thomas Private Sightseeing Tour - Magen’s Bay is the day’s main beach pause

Magen’s Bay is scheduled for up to two hours, making it the main beach part of the tour. You can take pictures, swim, or simply rest by the water. The beach has an admission charge of $5 for anyone age 13 and older, and that fee is not included in the tour price.

This is where the private format earns its keep. You can decide how much of the afternoon belongs to the beach instead of accepting a fixed group schedule. If your group includes children, older family members, or people who would rather sit than sightsee, the vehicle and guide make it easier to adjust the pace.

There is one practical catch. The complete route contains many stops, and the advertised duration is about six hours. A cruise ship delay, a long photo session, or a leisurely lunch can reduce the time available at Magen’s Bay. One especially important piece of advice comes directly from the structure of the day: tell the guide early if swimming is a priority.

The written schedule also shows both Magen’s Bay and Coki Point Beach. Spending two hours at one beach and another hour at the second would leave little room for all the historic stops and shopping within six hours. Think of Coki Point as an optional addition, not a guaranteed full-hour beach visit if you want the entire sightseeing route.

Coki Point gives you another swimming option

The Best of St Thomas Private Sightseeing Tour - Coki Point gives you another swimming option

Coki Point Beach is planned as a one-hour stop. You can see the beach, take pictures, and swim if you wish. Compared with Magen’s Bay, it gives the guide another way to shape the day around your group.

If the main beach is crowded or your group prefers a shorter swim, ask about Coki Point. The tour does not promise an empty beach, private facilities, or a particular water activity, so keep the request simple: you want time by the water.

The route’s flexibility is more important here than the exact beach choice. Past groups have asked to visit quieter places such as Secret Harbor or Brewer Beach, and guides have adjusted when possible. Brewer Beach was useful for one group because it offered restrooms and showers, while the beach’s location also allowed them to watch planes near the airport. Those alternatives are not guaranteed parts of the advertised tour, but they show why you should discuss beach preferences before setting off.

Charlotte Amalie closes the day with shopping and food

The Best of St Thomas Private Sightseeing Tour - Charlotte Amalie closes the day with shopping and food

The final planned stop is Charlotte Amalie, where you can see the old city, hear more about what you are looking at, shop for duty-free goods, and buy local food. The scheduled time is about one hour.

This is a good final stop for cruise passengers because it combines sightseeing with practical errands. You can browse shops without giving up the island tour, and you may be able to grab lunch if you did not eat earlier. Still, one hour passes quickly, especially if your group wants both shopping and a proper meal.

The guide’s help is valuable here. A private guide can point out the area, explain the buildings, and help you decide how to use your remaining time. If shopping is not important to you, you can ask for more beach time or a slower historical visit instead, subject to the day’s traffic and port schedule.

What the private price buys you

The Best of St Thomas Private Sightseeing Tour - What the private price buys you

The cost is $695 per group of up to seven people. That is a sizable price for one or two people, but the calculation changes for a family or group. At seven people, the advertised rate works out to about $99 per person before the Magen’s Bay entrance fee and lunch. You are paying for the vehicle, driver-guide, private transportation, hotel or port pickup and drop-off, bottled water, and the ability to shape the day.

For a small group, the value depends on what you want from St. Thomas. If you only want a beach taxi, this is more than you need. If you want viewpoints, history, photos, swimming, and shopping without joining a large bus, the price is easier to justify.

The tour includes headsets so you can hear the guide clearly, an air-conditioned vehicle, and help taking photos with your own camera. Those details are easy to overlook, but they matter when roads are busy and the group is spread through a vehicle.

The booking information says the rate is per vehicle, with one passenger as the minimum and up to seven passengers in the tour summary. Another part of the information gives a maximum of 100 passengers, which conflicts with the private group description. If your party has more than seven people, contact Davids Fun Tours before paying and confirm the vehicle size and exact rate.

Guides make or break this island tour

The Best of St Thomas Private Sightseeing Tour - Guides make or break this island tour

The strongest part of the experience is the driver-guide. Sinclair, Jason, Raymond, Smitty, Michael, Elvis, Ken, William, Mikey, and Air Force One are among the guides associated with especially positive experiences. Their strengths vary, but the pattern is clear: you should expect local stories, island history, help with photos, and a willingness to adjust the route.

Jason is repeatedly described as enthusiastic about his home and careful with photographs. Raymond is praised for a clean, comfortable vehicle, prompt service, and thoughtful beach suggestions. Smitty is noted for finding quieter beach areas and personalizing the day. Mikey brings humor and talks about Caribbean culture and history.

That does not mean every day will be identical. One poor experience involved a substitute guide who was new to the route, an early end to the tour, and an unexpected wait while the guide handled a personal errand. The operator acknowledged the problem and said the substitute would not be used again. I would not ignore that warning. Ask who your guide will be if you are booking close to your arrival date, and confirm the pickup time in writing.

The overall rating is 4.9 from 332 ratings, with 98 percent recommending the experience. Those numbers point to a strong operation, but the individual guide and clear communication still matter.

Cruise ship timing needs careful planning

This tour can work well as a shore excursion, but you must provide the ship name, docking time, disembarkation time, and re-boarding time when booking. The guide needs those details to judge how much of the route is realistic.

Past groups appreciated guides who met them promptly at the pier, adjusted for delayed arrivals, and returned them before the ship’s final boarding call. That is a major benefit of a private tour. You are not waiting for a large group to gather.

Still, do not treat the six-hour estimate as unlimited. St. Thomas roads can make a full list of viewpoints, history stops, two beaches, lunch, and shopping ambitious. If your ship arrives late, choose your priorities before leaving the port:

  • First priority could be the three viewpoints.
  • Second could be Magen’s Bay or another beach.
  • Third could be Charlotte Amalie shopping or lunch.
  • The shorter monuments can fill gaps along the way.

That approach gives you a better day than trying to force every stop into a delayed schedule.

Who will get the most from this tour

I would recommend it for families, couples who want a private guide, first-time visitors, and groups mixing sightseeing with swimming. It is particularly useful for multigenerational groups because the vehicle lets you limit walking and adjust the pace. Service animals are allowed, and most people can participate, though the historic steps and short walking sections deserve consideration.

It is also a good choice if you want photos of the entire group. Your guide can use your cameras and frame the island behind you, which is more useful than rushing through self-timer attempts at every lookout.

I would be cautious if your main goal is a slow beach day. The route has many historic stops, and Magen’s Bay admission and lunch cost extra. I would also be cautious if you dislike making choices. The private format works best when you tell the guide what matters most.

Dress is smart casual. Bottled water is provided. Cancellation is free up to 24 hours before the start time. Inside 24 hours, the payment is not refunded, although poor weather can lead to another date or a full refund.

Should you book the Best of St. Thomas Private Sightseeing Tour?

Book it if you want a broad first look at St. Thomas and value a guide who can explain what you are seeing. The best version of this day includes the high viewpoints, a few historic stops, a well-chosen beach, and enough time in Charlotte Amalie for food or shopping.

Before booking, confirm the maximum group size, ask which guide is assigned, and state your top two priorities. If you are arriving by cruise ship, build the plan around your actual port time rather than assuming every listed stop will receive a full visit.

For a group of five to seven, the price is reasonable for private transportation and a flexible guide. For a couple seeking only sun and water, a simpler beach transfer may be better. For everyone else, this is a practical way to see the island without surrendering the whole day to a fixed bus route.

FAQ

How long is the Best of St. Thomas Private Sightseeing Tour?

The tour lasts approximately six hours.

What is included in the tour price?

Hotel or port pickup and drop-off, private transportation, an air-conditioned vehicle, bottled water, headsets, a certified sightseeing and historic guide, and photos taken with your camera are included.

Is Magen’s Bay admission included?

No. Magen’s Bay charges $5 for anyone age 13 and older, and that fee is not included.

Does the tour include lunch?

No. Lunch is not included, but you can buy local food in Charlotte Amalie and ask the guide for a recommendation.

Can I swim during the tour?

Yes. You can swim at Magen’s Bay and Coki Point Beach if time allows and you choose to do so.

Is the tour suitable for cruise ship passengers?

Yes. Cruise passengers must provide the ship name, docking time, disembarkation time, and re-boarding time when booking so the schedule can be planned.

What is the cancellation policy?

You receive a full refund if you cancel at least 24 hours before the start time. Cancellations or changes made within 24 hours are not refunded or accepted. If poor weather causes the tour to be canceled, you will be offered another date or a full refund.

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