Reviewed · PRIVATE BOAT CHARTERS

Midnight Sun Charters – 37ft OBSIDIAN

5.0 · 135 reviews From $2,000 Operated by Midnight Sun Charters · Bookable on Viator
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A private boat day in the British Virgin Islands is interesting because it trades crowds and fixed schedules for your own rhythm of swimming, snorkeling, and island hopping. On a 37ft Obsidian charter, you are not just visiting places, you are choosing when to arrive, when to linger, and when to move on.

I especially like the custom itinerary with your captain and the way the day includes multiple top snorkeling stops, not just one. I also love that the boat setup is built for fun in the water, with snorkel gear and pool noodles called out by past guests.

One consideration, though: this is a weather-dependent day. If conditions are rough, expect the captain to adjust plans or you may need to shift dates.

Key Things That Make This Charter Worth Your Time

Midnight Sun Charters - 37ft OBSIDIAN - Key Things That Make This Charter Worth Your Time

  • A private 37ft boat for up to 6, so the day feels like it belongs to your group.
  • Real flexibility with your captain, meaning you can prioritize snorkeling, beaches, or simply cruising.
  • High-hit snorkeling sequence, with spots like Francis Bay, The Indians, and Norman Island on the same outing.
  • The Baths plus Devil’s Bay are built into the plan, with a real chance to swim in the boulder maze area.
  • Island hopping includes Jost Van Dyke and Soggy Dollar Bar, a classic for the Painkiller stop.
  • Bottled water with ice is included, which helps keep the day comfortable.

Freedom on Obsidian: What a Private Charter Feels Like

Midnight Sun Charters - 37ft OBSIDIAN - Freedom on Obsidian: What a Private Charter Feels Like
When you book a private charter like Midnight Sun Charters with the Obsidian, you are basically buying control. No waiting in line for a group boat, no asking permission to shorten or lengthen a stop. You and your party set the mood, then your captain helps turn that into a workable route across the islands.

This boat is sized for a group up to six, which is the sweet spot for comfort. With a smaller crew and your group handling the vibe, you usually spend more time on the water and less time negotiating logistics like where everyone meets next.

The other big part is how the charter is run. The feedback I looked at repeatedly points to captains who are both friendly and practical. Names that show up include Adam, Justin, Capt Sam, and Colin, with a theme of being flexible and making the day fun for all ages, including teens. That matters, because the BVI is a mix of “wow” moments and practical swim breaks, and you want someone steering you toward the best use of your time.

Your 5 to 8 Hour Day: How Time Gets Used Best

Midnight Sun Charters - 37ft OBSIDIAN - Your 5 to 8 Hour Day: How Time Gets Used Best
This charter runs about 5 to 8 hours, and the exact schedule is shaped by your captain and your preferences. In practice, this is long enough to do at least two or three proper water-focused stops, with time left for beaches and lunch breaks.

The “value” of a private charter is not just the boat. It is how the captain manages pacing. You will likely move between islands, then get a window to swim and snorkel, then regroup for the next stop. If you want more ocean time, you can push toward shorter transitions and more time at each swimming location.

Also keep in mind what is not included: fuel is listed as not included. That is worth checking early so you know whether anything changes depending on route and timing. The rest is straightforward: you get a captain, and bottled water with ice is included, so you are not starting the day thirsty.

Magens Bay Beach First: A Classic Start with Easy Swimming

Your first stop is Magens Bay Beach, a beach that is commonly described as one of the top rated beaches in the world. The reason this is a strong first stop is simple: it is a great place to get your bearings and start swimming without needing to gear up for a complex swim plan.

Magens Bay is listed as 1 hour, and the admission is free for this stop. So you get a low-stress start. You can arrive, rinse the sand off in the water, take a breather, and decide whether you want more beach time later or want to push straight into snorkeling.

A practical tip: if your group includes non-snorkelers, this is the stop that still works for everyone. People can sunbathe and hang out while snorkelers get their first water session. That balance sets the tone for the rest of the day.

The Baths and Devil’s Bay: Best Known for Boulders and Fun Water

Midnight Sun Charters - 37ft OBSIDIAN - The Baths and Devil’s Bay: Best Known for Boulders and Fun Water
Next up is The Baths near Virgin Gorda, followed by swimming at Devil’s Bay. This is the portion of the day that many people remember even after the trip ends, because the Baths are not just pretty, they have that signature boulder maze feel and a classic swim vibe.

This stop is listed as 2 hours, with admission included. That time matters because you will likely want a mix of exploring the rock formations (at a walking pace) and then finding a good spot to swim and cool off.

Potential drawback: it is more active than a flat sandy beach. If your group has mobility limits or you are traveling with people who prefer fully effortless beach time, you may want to talk with your captain early about how long to spend on the “shore walk” side versus the “straight swim” side. With a private charter, you can make that adjustment on the fly.

Other St Thomas days that fit around a ship schedule

Sandy Cay: Small Island Energy for Snorkel and Sun

Midnight Sun Charters - 37ft OBSIDIAN - Sandy Cay: Small Island Energy for Snorkel and Sun
After The Baths, you head to Sandy Cay, a small island in the BVI that is well suited for snorkeling and sunbathing. This stop is 1 hour and admission is included.

Why I like this stop for a private charter: it usually feels like a quick hit of tropical payoff. You arrive, get in the water, and then you have just enough time to soak up the view before moving on. For groups that get restless after too much boat time, an hour on a smaller cay can keep momentum high.

Practical advice: bring something you do not mind getting wet for the walk back and forth. A cay can mean sun, salt, and sand all at once, so you will enjoy having a simple rinse routine when you return to the boat.

Francis Bay: One More Snorkel Chance with Turtles and Rays

Midnight Sun Charters - 37ft OBSIDIAN - Francis Bay: One More Snorkel Chance with Turtles and Rays
Then it is on to Francis Bay for great snorkeling, including mention of turtles and sea rays. This stop is 1 hour, with admission included.

This is where stacking snorkel stops becomes the big advantage of a charter like this. Instead of spending your whole day at one site, you get a sequence of different underwater habitats and conditions. That increases your chance of seeing something memorable, because even if one swim feels calmer than you hoped, the next spot might be exactly what you wanted.

Possible consideration: snorkel conditions can vary day to day. If you are new to snorkeling, ask your captain for a good entry area and take it slow at first. The best days are usually the ones where everyone feels comfortable and you are not scrambling mid-water.

Norman Island Caves and Crusoe’s Treasure Island: Snorkel Plus Lunch Time

Midnight Sun Charters - 37ft OBSIDIAN - Norman Island Caves and Crusoe’s Treasure Island: Snorkel Plus Lunch Time
Next is Norman Island Caves, a popular snorkeling area and one connected to the storytelling vibe of Crusoe’s Treasure Island. This stop is 2 hours, with admission included.

This is a smart slot for lunch. Your time here can function like two parts: first the water, then a long enough break for eating and regrouping. The plan explicitly notes that this is also good for lunch, which fits the flow of the day, because by now you have already had a couple of water sessions and you likely want food and shade.

A small drawback to plan for: if your group eats differently, two hours can go fast. If you have picky eaters, you will be happier if you set expectations early, like who wants to snorkel first and who wants a food-first schedule.

The Indians: A Short Stop That Can Pay Off Big

Midnight Sun Charters - 37ft OBSIDIAN - The Indians: A Short Stop That Can Pay Off Big
After Norman Island, you go to The Indians, another famous snorkeling spot near Norman Island. This stop is 1 hour, with admission included.

The value here is the “bonus” nature. It gives you another shot at great snorkeling without consuming the full half-day. For many groups, an extra hour at a distinct reef area is what turns the trip from a nice day into a standout one.

If your group includes people who want less time in the water, this is still workable. You can rotate who snorkels and who relaxes, and then everyone gets back together for the next hop.

Cooper Island and a Lunch Break: When You Want Shade and Food

Next is Cooper Island, listed as 2 hours and a great lunch spot, with admission included.

Two hours helps because lunch at the islands is not just about eating. It is about recovery too. After multiple swims, you will appreciate a break from salt water. You also get time for people to do the “dry off, change, sunscreen again” routine that keeps the day enjoyable.

Possible drawback: if you are trying to maximize snorkeling time, a longer lunch stop can feel like slower pacing. That is why a private charter approach matters. If you want more water later, you can ask your captain to balance time between Cooper Island and the remaining stops.

Soggy Dollar Bar, Jost Van Dyke, and the Painkiller Detour

Finally, you island hop to Jost Van Dyke for Soggy Dollar Bar. This stop is listed as 2 hours, with admission included, and it is described as world famous for a Painkiller.

This is the part of the day that feels like a reward. The ride, the sun, and the sea time set you up for a classic drink stop and a relaxed hang. One of the reviews I saw also pointed to an extra stop for drinks on the way back to the cruise area, which is exactly the kind of flexible, fun detail you get when the captain is steering the day.

A practical suggestion: if alcohol is on the menu, plan your timing. You have already snorkeled and swum, so hydration matters, and you will feel better if you pace drinks rather than treat the Painkiller stop like a sprint.

Price and Value: Is $2,000 for a Group Good?

The price is $2,000 per group, up to six people. That means the value depends on how full you book the boat.

If you go with a full group of six, the per-person cost is much easier to swallow than when it is just two or three people. Also remember you are not only paying for travel, you are paying for the ability to build your own day around the BVI. That is a big deal in a place where “time on the water” is the real product.

Included items help the math: you get a captain and bottled water with ice. Admission is noted as included for most stops on the day plan, and Magens Bay is listed as free. Fuel is not included, and that is one of the only line items that could affect the final cost. If fuel details matter for you, ask early so you can budget confidently.

In short, I would treat this as a “worth it when we are fully booked” option. If you are traveling in a duo or a trio, it can still be a great experience, but the value tilt depends on whether you truly want the private control rather than a shared tour.

Comfort and Snorkel Setup: Small Prep That Makes the Day Easier

A charter like this is a lot of sun and salt in a short span, so the best strategy is to pack like you are doing a full water day, not a casual beach stroll.

From the feedback, snorkel gear and pool noodles are provided, which helps a lot if you are traveling light. Still, you will be happier with your own basics like:

  • Sunscreen you trust
  • A rash guard or swim shirt if you burn fast
  • Dry bag for phones and passports
  • Reef-safe logic if you care about your gear

Also think about shoes. When you are moving on and off the boat and wandering around rock formations at The Baths area, you do not want to be barefoot on tricky surfaces. Simple water-friendly footwear can save your day.

Finally, listen to your captain on the swim spots. The best days are the ones where everyone uses the time calmly, not the ones where you rush to check boxes.

Who This Charter Suits Best

This is a strong fit if you want:

  • A private day with your own pacing
  • Multiple snorkeling opportunities in one outing
  • An itinerary that mixes famous stops with beach time

It is also a great choice for mixed groups, since the day includes both water-heavy stops and beach or lunch breaks. The reviews I saw specifically mention captains building rapport with groups that included teenage kids, which tells me the vibe is not just for adults who want quiet relaxation.

If you dislike boat rides or you want a very structured schedule with no changes, this might not be the style you prefer. But if you like flexibility, you will probably enjoy how the captain works with your interests.

Should You Book Midnight Sun Charters, Obsidian?

I would book this if you are traveling with enough people to make the group price feel fair, and if you want a day built around swimming and snorkeling with the freedom to adjust. The combination of The Baths plus a run of snorkeling stops, then a classic Jost Van Dyke payoff at Soggy Dollar Bar, is the kind of itinerary that works especially well when time is limited.

I would think twice if your group has strong mobility limits, because The Baths area includes more active exploration, or if weather can be a concern for your schedule. This experience needs good conditions, and your captain may shift things if the sea state changes.

If you want the BVI day that feels like your own, this private charter is a solid bet.

FAQ

How many people can ride on the Obsidian charter?

It is priced for up to 6 people per group.

Where does the charter operate from?

The location is St Thomas, US Virgin Islands.

How long is the tour?

It runs about 5 to 8 hours.

What is included in the price?

The private tour includes the captain and bottled water with ice.

What is not included?

BVI customs/entrance fees, hotel pickup and drop-off, and fuel are not included.

Can I customize the itinerary?

Yes. You can travel to bays, beaches, and islands of your choosing, and your itinerary is customized with your captain.

Which stops are included on the planned route?

The plan includes Magens Bay Beach, The Baths (Devil’s Bay), Sandy Cay, Francis Bay, Norman Island Caves, The Indians, Cooper Island, and Soggy Dollar Bar in connection with Jost Van Dyke.

Do I need a passport?

Yes. You need a current valid passport for travel, and passport details are required at booking.

What if weather is poor?

This experience requires good weather. If it is canceled due to poor weather, you will be offered a different date or a full refund.

If I am on a cruise, what timing info do I need to provide?

Cruise ship passengers need to provide ship name, docking time, disembarkation time, and re-boarding time at booking. If you miss the tour due to late or non-arrival of the cruise ship, refunds are not issued.

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