Reviewed · ISLAND SIGHTSEEING TOURS
The Best of St Thomas Private Sightseeing Tour
St. Thomas is best seen from above, and this private tour strings together the island’s finest lookout points, old-town sights, and beaches in one day. You’ll climb to Drake’s Seat and Mountain Top, peer over Charlotte Amalie, then trade the hills for warm water at Magen’s Bay or Coki Point.
I like the private van and flexible pace, especially for families with mixed ages or limited mobility. I also like the guides’ local storytelling, with Jason, Raymond, Sinclair, Smitty, and others praised for explaining island history, taking family photos, and changing the plan when a quieter beach makes more sense.
The main concern is time. Six hours can feel tight if you want every viewpoint, several historic stops, two beaches, lunch, and shopping. Decide early what matters most, and tell your guide before the day starts.
Quick take: what makes this tour useful

- High viewpoints come first: Drake’s Seat, Skyline Drive, and Mountain Top offer wide views over Magen’s Bay, Charlotte Amalie, and nearby islands.
- You control the pace: Your group can spend longer at a beach, shorten a historic stop, or request another beach when conditions suit.
- Local guides make the difference: Jason, Raymond, Sinclair, Smitty, Michael, Ken, and others are noted for clear explanations, good humor, and pride in St. Thomas.
- The van keeps the day comfortable: Hotel or port pickup, air conditioning, private transportation, bottled water, and photo help are included.
- The price works best for a full group: At $695 for up to seven people, the per-person cost is much better with six or seven passengers than with one or two.
- Cruise timing needs care: The operator asks for ship details and plans around your return time, but you should still protect enough time to get back to the pier.
Start above Magen’s Bay at Drake’s Seat
Drake’s Seat is a quick stop, usually about 15 minutes, but it gives you one of the island’s classic views. From this roadside lookout, you can see Magen’s Bay curving below and the British islands beyond it.
Your guide explains the view and can take pictures with your own camera. That small service matters when your group wants a full family photo instead of a series of selfies with someone missing from each frame.
This is a photo stop, not a long walk or a beach visit. If the sky is clear, the view can be superb. If your group wants more time in the water, keep this stop efficient and save minutes for the beach.
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Skyline Drive and Mountain Top bring the big views

Skyline Drive sits about 900 feet above sea level and looks toward Charlotte Amalie. You’ll step out at an observation point, hear some context from the guide, and have time for photographs.
Mountain Top rises to about 1,500 feet and is presented as one of St. Thomas’s key lookout spots. The higher point gives you another angle on the island and the sea. Since both stops serve a similar purpose, your guide’s explanations and the weather will shape how rewarding each feels.
I would not rush these two viewpoints, but I would avoid letting them consume the day. The tour also includes beaches, old-town landmarks, and possible shopping. A private format helps here because you can decide if one panorama is enough or if your group wants the full sequence.
Old St. Thomas in short, easy stops

The historical section moves through several places in and around Charlotte Amalie. Blackbeard’s Castle receives a quick photo stop, followed by the St. Thomas Synagogue, 99 Steps, Emancipation Garden, Frederick Evangelical Lutheran Church, and the Three Queens Statue.
The St. Thomas Synagogue is described as the oldest active synagogue in North America. That makes it more than a quick building photo, and it is worth asking your guide for the background while you are there.
At 99 Steps, you’ll see one of the old city’s recognizable stairways. The stop is brief, so anyone who wants to climb should say so. You may only have time for photographs and a short look rather than a full exploration.
Emancipation Garden gives the guide room to explain several monuments, including the Liberty Bell and a plaque connected with early English settlers stopping on St. Thomas. The Three Queens Statue adds another chapter to the island’s story. These short visits work well for people who want an introduction without spending half a day inside one museum or church.
The tradeoff is depth. You will see many historic points, but most stops last only a few minutes. If your group cares more about old-town history than beach time, ask to trim one beach or shopping stop and give Charlotte Amalie more attention.
Frenchtown adds a local coastal view

Frenchtown is a fishing community where you can see the waterfront and, according to the tour description, look for wild fish. The stop lasts about 10 minutes and offers a change from hilltop views and formal monuments.
This is the kind of brief local stop that helps the island feel like a lived-in place rather than a string of cruise-port sights. Still, do not expect a long village walk. The value comes from seeing another side of St. Thomas and hearing the guide explain what you are looking at.
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Magen’s Bay gives you the main beach break

Magen’s Bay is scheduled for up to two hours, making it the central beach stop. You can take pictures, swim, or simply relax. Admission costs $5 for anyone age 13 or older, and that fee is not included in the tour price.
The beach stop is a strong reason to book this experience instead of a sightseeing-only drive. After several viewpoints and historic sites, you get time to slow down. One review described lunch at Gladys as a good pairing with the beach portion, but lunch itself is not included, so plan to pay separately.
Magen’s Bay can become the day’s time pressure. If your ship arrives late, or your group spends longer at the viewpoints and historic sites, beach time may shrink. One practical solution is to tell the guide at pickup that swimming is a top priority.
You should also bring the basics for a beach stop: a swimsuit, sun protection, and a way to keep valuables secure. The provided details confirm bottled water, but they do not promise beach equipment, towels, or lockers.
Coki Point offers a second water option

Coki Point Beach is listed for about one hour. You can take pictures and swim if you wish. That gives you a choice: use Magen’s Bay for the main beach visit and Coki Point as a shorter look, or ask the guide to focus on one beach.
The tour description includes both beaches, but the full schedule is ambitious once driving and the many short stops are counted. A private trip is useful because you do not have to follow a fixed group timetable. You can explain that your family wants one long swim rather than two quick beach visits.
Other beach choices may be possible. The tour’s flexible approach has allowed groups to request places such as Secret Harbor or Brewer Beach. Brewer Beach was described as quiet, with restrooms and showers, and near the airport where you can watch planes. These options are not guaranteed parts of the standard plan, so treat them as requests, not promises.
Charlotte Amalie closes the day with food and shopping

The final city stop allows about an hour in Charlotte Amalie. You can walk, take pictures, shop for duty-free goods, and get local food if you choose.
This stop is especially useful for cruise passengers who want a little city time without arranging a separate taxi. It also gives you a chance to buy something after seeing the island rather than spending the whole day in shops.
Shopping can easily stretch past the planned hour. If you have a ship departure to meet, tell the guide when you need to leave. The company asks cruise passengers for the ship name, docking time, disembarkation time, and re-boarding time at booking. That planning helps, but you should still keep your group moving.
What the private vehicle adds

The tour includes hotel or port pickup and drop-off, a private air-conditioned vehicle, bottled water, headsets, and private transportation. You are not sharing the day with a busload of strangers, and your guide can take pictures with your cameras at the viewpoints.
The advertised price is $695 per vehicle for up to seven people. For seven passengers, that works out to about $99 per person. For four people, it is about $174 each. For one or two people, the cost becomes much harder to justify unless privacy and customization matter more to you than saving money.
The experience is also advertised for larger groups in one section, while the main tour summary says up to seven passengers. If your party is larger, confirm the vehicle arrangement and capacity before paying.
The vehicle matters on a hilly island. An air-conditioned van or SUV gives you a cooler place to recover between stops, especially after time in the sun. Several guides have been praised for clean, comfortable vehicles, including a GMC Yukon and private vans.
Guides shape the day more than the checklist
The strongest part of this tour is the guide. Jason is praised for enthusiasm, island pride, photo help, and thoughtful pacing. Raymond is noted for prompt service, history, beach suggestions, and care with a group that included older people. Sinclair is described as warm and personable, while Smitty is praised for history, plants, and finding less crowded parts of the beach.
Michael helped one group with shopping, lunch suggestions, and beach time. Ken was credited with not rushing the stops. Elvis handled a group of 10 in a larger van and adjusted the plan to one quieter beach. Air Force One was praised for flexibility and for helping a person with limited mobility.
That range is encouraging, but it also tells you to communicate clearly. Tell the guide if your priorities are swimming, local food, photographs, history, shopping, or easy walking. The better your instructions, the more useful the private format becomes.
There was also one serious poor experience involving a substitute guide, a shortened day, an unplanned wait, and no food advice. The operator explained that the fill-in guide was new and said that arrangement would not be repeated. This is a reminder to confirm the meeting point, expected duration, return plan, and guide contact details before the day begins.
Who will get the most from this St. Thomas tour
I would recommend it most to families, couples traveling with relatives, first-time visitors, and cruise passengers who want a broad introduction without driving themselves. It also suits groups that need a slower pace or occasional changes to the plan.
The tour works well for mixed interests. One person can enjoy churches and monuments, another can take photographs from the hills, and the whole group can meet at the beach afterward. Service animals are allowed, and most people can participate, though the short historic stops may involve standing and some walking.
I would be more cautious if you want a deep historical tour, a full day at the beach, or a guaranteed meal. The schedule covers a lot, but it cannot give every stop equal attention in six hours. You may need to choose between a second beach, shopping, lunch, and extra time in Charlotte Amalie.
Free cancellation is available up to 24 hours before the start time. Changes or cancellations within 24 hours are not accepted for a refund, and poor weather may lead to a new date or a full refund.
Should you book it?
Book this tour if you want one private vehicle, many viewpoints, local history, and beach time without managing taxis on your own. The $695 price is reasonable for a group close to seven, especially when you value pickup, air conditioning, photo help, and the ability to change the pace.
Before booking, decide on your top two priorities. If they are Magen’s Bay and Charlotte Amalie, say so immediately. If your group wants every historic stop plus two beaches and lunch, expect a fast day.
For a first look at St. Thomas, this is a practical choice. Just remember that the guide can shape the route, not stretch six hours into a full day. Good communication is what turns the long list of stops into a satisfying visit.
FAQ
How long does the Best of St. Thomas Private Sightseeing Tour last?
The tour lasts approximately six hours.
How much does the tour cost?
The listed price is $695 per group or vehicle, with the main tour summary stating that the price covers up to seven people.
Is hotel or cruise-port pickup included?
Yes. Hotel or port pickup and drop-off are included.
Is the tour private?
Yes. Only your group participates in the activity.
Is swimming included?
You may swim at Magen’s Bay and Coki Point if you wish. Swimming itself does not carry a separate tour charge, but Magen’s Bay admission is extra.
How much does Magen’s Bay cost?
Admission is $5 for anyone age 13 or older. This fee is not included in the tour price.
Is lunch included?
No. Lunch is not included, though you may choose to get local food during the Charlotte Amalie stop.
What should cruise passengers provide when booking?
Cruise passengers should provide the ship name, docking time, disembarkation time, and re-boarding time.
Can I cancel for a full refund?
Yes, if you cancel at least 24 hours before the experience start time. Cancellations within 24 hours are not refundable. If poor weather cancels the tour, you may receive another date or a full refund.
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