Reviewed · SUNSET SAILS
Private Sunset Sailor’s Delight from Sapphire Marina
Sunset looks better from the water. This private two-hour sail from Sapphire Marina gives your group a 40-foot sailboat, sunset views, free drinks, and hors d’oeuvres without sharing the boat with strangers. I like the private setup and the fact that cocktails, soft drinks, water, and snacks are included. The main thing to consider is the price, which makes the most sense for a group of four to six.
Deb and Captain Rob add a friendly touch to the trip. The rum punch gets special praise, and Deb’s thoughtful hosting helps create the feeling of an evening sail with friends. The boat returns to Sapphire Beach, but remember that the standard 18 to 20 percent crew gratuity is not included.
In This Review
- Key points to know before you book
- A private sunset sail from Sapphire Beach
- Why the 40-foot boat and small group matter
- What your two hours look like on the water
- Cocktails, rum punch, and included snacks
- The sunset view is the main event
- The value of $795 for your group
- Who will enjoy this charter most
- Meeting at Sapphire Beach
- Booking early and handling weather
- What the high praise tells you
- Is Sunset Sailor’s Delight worth booking?
- FAQ
- Where does the sunset sail begin?
- Where does the activity end?
- How long is the experience?
- How many people can join the private charter?
- Is the price charged per person?
- Are drinks included?
- Is food included?
- Is the crew gratuity included?
Key points to know before you book

- Private 40-foot sailboat: Only your group participates, with room for up to six people.
- Two hours at sunset: The trip is designed for a relaxed evening sail rather than a full-day outing.
- Drinks are included: Cocktails, rum punch, soft drinks, and bottled water are provided.
- Hors d’oeuvres come with the fare: You can snack while watching the changing light over St. Thomas.
- $795 per group: Six people pay about $132.50 each before gratuity, while two people pay $397.50 each.
- Sapphire Beach start and finish: The boat departs from and returns to Sapphire Beach in Smith Bay.
A private sunset sail from Sapphire Beach

Sunset Sailor’s Delight is a simple idea done in an appealing way: gather your own small group, step aboard a 40-foot sailboat, and spend about two hours on the water as daylight fades.
The trip begins at Sapphire Beach in Smith Bay, St. Thomas. Since it is a private charter, you will not be sharing the boat with another booking. That changes the mood in a useful way. You can keep the evening quiet, celebrate with your own group, or let the conversation unfold without worrying about a crowded boat or unfamiliar company.
The experience is operated by Sailing The Cosmos Charters. Deb and Captain Rob are specifically associated with the warm, personal feel of the outing. Their presence matters because a sunset sail is not built around a long list of sights or activities. The hosts and the pace of the trip are the experience.
You will spend the time sailing, sipping drinks, and eating snacks while taking in the sunset. There is no separate sightseeing stop or shore excursion. That is either the appeal or the limitation, depending on what you want from your time in St. Thomas.
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Why the 40-foot boat and small group matter

A 40-foot sailboat gives this outing a more personal scale than a large sunset cruise. With a maximum of six people, you have a reasonable chance to talk with the crew, settle into the moment, and enjoy the view without a crowd around you.
The private format is especially useful for couples, families, or a small group of friends. If you are marking a birthday, anniversary, reunion, or simply want a quiet end to the day, the boat is reserved for your party alone.
The group limit also shapes the value. At $795, this is not a cheap casual cruise for one or two people. For six, the base cost works out to $132.50 per person. For four, it is $198.75 each. For two people, the cost reaches $397.50 per person before the crew tip.
That math gives you a clear booking test. If you can fill most of the six available places, you are paying for a private sail, food, drinks, and a special setting at a more reasonable per-person rate. If only two people plan to go, you need to care a great deal about privacy and the sailing atmosphere to make the price feel right.
What your two hours look like on the water
The itinerary is deliberately light. You board at Sapphire Beach, settle in, and enjoy a leisurely sail as the sun begins to drop. You will have time to sip cocktails, take in the view, and eat the included hors d’oeuvres.
There is no rush from one attraction to the next. The value comes from the combination of motion, open water, changing light, and uninterrupted time with your own group. If your ideal evening includes a packed schedule, multiple stops, or active water sports, this may feel too quiet. If you want a drink in hand and a calm view, the pace should fit well.
The approximate duration is two hours. Since the precise departure time is not provided, you should confirm the start time when booking and plan around the local sunset schedule. Sunset cruises work best when you avoid adding a tight dinner reservation immediately afterward. The boat returns to the meeting point, but the exact return time can vary with the stated start time and conditions.
The experience requires good weather. If poor weather forces a cancellation, you will be offered another date or a full refund. That policy is useful in St. Thomas, where weather can shape a water outing quickly, but it also means you should keep some flexibility in your evening plans.
Cocktails, rum punch, and included snacks

The food and drink package is one of the strongest practical features. Bottled water, soda, alcoholic beverages, and snacks are included in the $795 price.
You are not paying for the sail and then discovering that every drink costs extra. The included options make it easier to settle in and enjoy the trip without keeping track of a running bar bill. Rum punch receives particular praise, so it is a natural choice if you want a classic island-style drink during the sunset.
The snacks are described as hors d’oeuvres. That wording matters. You should think of them as light food for a two-hour sail, not a full dinner. If you need a substantial meal, eat beforehand or plan dinner after the boat returns.
Deb’s thoughtful approach to the snacks is part of the appeal. Small touches matter on a short private charter, and considerate hosting can make the evening feel more personal than a standard boat transfer or large group excursion.
You should still drink sensibly. The boat is moving, and the goal is to enjoy the sail rather than turn the outing into a bar crawl. Soft drinks and bottled water are available, so you can pace yourself and stay comfortable.
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The sunset view is the main event

The view changes as the trip progresses. At the start, you are getting settled and watching the coast from the water. As the sun lowers, the light becomes the reason to keep looking outward.
This is not a tour built around a narrated list of landmarks. Its strength is the simple pleasure of being offshore at the right time of day. The quiet setting gives you room to watch the colors, take photographs, and enjoy the company you brought along.
The trip has been described as peaceful, and that is a helpful way to set expectations. You are not booking a party boat with a packed dance floor or a high-energy entertainment program. You are booking an intimate sail with drinks and food.
That calm mood may suit a couple or a group that has already spent the day sightseeing. It can also work well as a final evening activity before leaving St. Thomas. Families and mixed-age groups may appreciate that no special skill or strenuous activity is required, since the outing centers on sitting back and enjoying the sail.
The value of $795 for your group

The price is listed per group, not per person, for up to six people. That is good news if you can bring a full group, but less attractive if you are booking for only one or two.
Here is how the base price breaks down:
- Six people: $132.50 per person
- Five people: $159 per person
- Four people: $198.75 per person
- Three people: $265 per person
- Two people: $397.50 per person
- One person: $795
These figures do not include the crew gratuity. The stated industry standard is 18 to 20 percent, which works out to roughly $143.10 to $159 on the $795 fare. You should include that amount when comparing this charter with other evening activities.
The value is strongest when you care about privacy. A lower-priced shared cruise may give you a sunset and a drink, but it will not give your party exclusive use of a 40-foot sailboat. You are paying for the setting, the small group, the included refreshments, and the control that comes with a private booking.
The price is harder to justify if your main goal is simply to watch the sunset from the water. In that case, compare the total cost with shared cruise options in St. Thomas. But if the evening is part of a celebration, the private format may be exactly what makes the expense worthwhile.
Who will enjoy this charter most

I would recommend this sail most strongly to:
- Couples who want a peaceful evening on the water
- Families or friends who can fill several of the six places
- Small groups celebrating a special occasion
- People who prefer a private setting over a shared boat
- Visitors who want drinks and snacks included in advance
- Anyone looking for a gentle, low-effort activity after a busy day
You should think twice if you want swimming, snorkeling, a long sailing route, or several island stops. None of those features are part of the stated experience. This is a short sunset sail, not a full-day marine adventure.
It may also be less suitable for someone who dislikes weather-dependent plans. The trip requires good weather, and a poor-weather cancellation can affect your evening schedule. The refund or alternate-date option protects your money, but it cannot guarantee that another date will fit your vacation plans.
Meeting at Sapphire Beach

The meeting point is Sapphire Beach, Smith Bay, St. Thomas 00801. The activity ends back at the same meeting point, which keeps the route straightforward.
The location is near public transportation, according to the supplied details. Even so, confirm the exact boarding instructions and start time before you go, since the available information does not specify a precise dock or check-in procedure.
A mobile ticket is provided, and confirmation arrives when you book. Keep the confirmation easy to access on your phone. For a private charter, arriving with enough time to find the meeting point is wise, since a late arrival could reduce your time on the water.
The return to Sapphire Beach is helpful if you are arranging transportation around the outing. Still, do not assume an exact return minute. Your booking confirmation should be your guide for the departure time, and you should allow a little breathing room afterward.
Booking early and handling weather
This experience is booked about 47 days ahead on average. That does not guarantee that every date fills at the same pace, but it is a strong hint that you should reserve well before your trip if your dates are fixed.
Sunset times are limited each day, and a private boat carries only one group of up to six. If you wait until the last part of your vacation, your preferred evening may be gone.
The cancellation policy is flexible when you act early. You can cancel at least 24 hours before the experience start time for a full refund. Cancellations made less than 24 hours before the start time are not refunded, and changes inside that window are not accepted.
The cut-off follows the local time in St. Thomas. That detail is easy to miss if you are booking from another time zone, so use local island time when deciding whether you still have time to cancel.
Bad weather is handled separately. If the operator cancels because conditions are unsuitable, you can choose a different date or receive a full refund. That is a fair arrangement for a sailing trip, but you should avoid placing this activity on the only evening when your schedule has no flexibility.
What the high praise tells you
The strongest praise centers on two things: the hosts and the peaceful setting. Deb and Captain Rob are credited with making the outing feel like a relaxed sail with hospitable friends who enjoy sharing the water and the island.
That detail gives you a better picture than a simple five-star score. The charm is not only the boat or the sunset. It is the personal tone created by the crew, plus small touches such as the rum punch and thoughtful snacks.
The experience has a 5.0 rating from 14 reviews, with 100 percent recommending it. That is a very positive record, though the number of ratings is still modest. I would treat it as encouraging evidence rather than a guarantee that every group will have the same evening.
The most useful expectation is this: book it for the relaxed private atmosphere, not for a packed program. The people who value the setting, hosting, and quiet pace are likely to get the most from it.
Is Sunset Sailor’s Delight worth booking?
I would book this private sail if you have four to six people, want an intimate evening, and like the idea of having cocktails and light food already covered. The private charter turns a basic sunset outing into a shared occasion for your own group, and the warm hosting from Deb and Captain Rob adds genuine character.
I would be more cautious if you are booking for only one or two people, since the per-person cost becomes steep. I would also skip it if you want snorkeling, swimming, a full meal, or a longer day on the water.
For the right group, this is a polished and peaceful way to see St. Thomas at sunset. Reserve early, confirm the meeting details, budget for the 18 to 20 percent gratuity, and keep a backup plan in case weather changes the schedule.
FAQ
Where does the sunset sail begin?
It begins at Sapphire Beach in Smith Bay, St. Thomas, US Virgin Islands.
Where does the activity end?
The sail ends back at the meeting point at Sapphire Beach.
How long is the experience?
The sail lasts approximately two hours.
How many people can join the private charter?
The private boat can accommodate your group of up to six people.
Is the price charged per person?
No. The price is $795 per group of up to six people.
Are drinks included?
Yes. Bottled water, soda, and alcoholic beverages are included.
Is food included?
Yes. Snacks and hors d’oeuvres are included at no extra charge.
Is the crew gratuity included?
No. An 18 to 20 percent crew gratuity is recommended and should be added to your budget.
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