Reviewed · ST MAARTEN CATAMARAN & SAILING CRUISES

Yacht YES DARLING – Private Boat St Martin, St Barth & Anguilla

5.0 · 23 reviews From $6,448 Operated by YACHT YES DARLING FOR CHARTER - OFFICIAL · Bookable on Viator
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One yacht, three coastlines, zero hassle. YES DARLING is a French-flag private boat that mixes serious space with a fun, Italian-meets-Porsche 917 theme as you hop between St Maarten, St Barthélemy, and Anguilla.

I especially like the open deck with shaded areas—it’s the kind of layout where your group can spread out instead of being stuck shoulder-to-shoulder.

For me, the biggest win is the crew vibe. With Captain Chris at the helm and Helene working the details, the day feels both professional and relaxed, with attention to safety and—based on what you’ll see from their service style—people of all ages getting looked after during water activities.

One thing to consider is value depends on how you split it: the listed price is per group up to 12, even though the yacht notes a higher maximum capacity, so it’s most cost-friendly when your party fills that group size.

Quick highlights before you book

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - Quick highlights before you book

  • Italian-style, Porsche 917 themed yacht in a 20m open-boat format
  • French-flag “art de vivre” feel: easy social energy plus comfort
  • Half-day (about 4 hours) or full-day (about 8 hours) options, plus sunset sailing in practice
  • Island-hopping itinerary hitting St Maarten anchorages, Gustavia/Saint-Barth sights, and Anguilla bays
  • Crew-led service with Captain Chris and Helene showing up in the details
  • Food, beverages, music, and water activities built into the day

Across the channel to Anguilla, more boat days out of St Maarten

YES DARLING yacht: space, style, and comfort that actually matters

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - YES DARLING yacht: space, style, and comfort that actually matters
This is a 20m open yacht—meaning you get that breezy, sea-level feeling from most parts of the boat. The design is an Italian-style aesthetic, and the Porsche 917 theme isn’t just branding; it’s part of why the whole day feels like an occasion, not a basic “boat rental.” If you want your trip to look and feel memorable before you even reach the first cove, this hits that goal.

What I like most is how the layout supports real group behavior. YES DARLING gives you an open deck for lounging and social time, plus multiple shaded areas so you’re not forced to choose between sunburn and sitting in a boring corner. There’s also an equipped interior cabin, which is handy if weather shifts, if someone needs a break from sun, or if you just want to change pace for a bit.

You’re not just buying views—you’re buying usability. With space onboard, you’re less likely to feel “managed” or crowded. That’s a big deal on multi-stop days, because you’re moving from anchorage to anchorage and you want a place to regroup in between.

Half-day vs full-day: how the timing shapes your experience

YES DARLING runs about 4 hours for a half-day and about 8 hours for a full day. On paper, that sounds like “same route, different length.” In real life, the difference is how relaxed you feel in each place.

In a half-day, you’ll typically get enough time to:

  • step in and out of the water
  • enjoy drinks and food onboard
  • take in multiple stops at a pace that still feels fun rather than frantic

In a full day, you’ll feel more flexible. You can linger longer at anchorages, rotate between shaded spots and sunbathing areas, and give yourself time to actually do water activities instead of treating them like quick checkboxes.

A sunset sail is also part of the pitch here. The vibe tends to shift when the light changes—music, drinks, and the slower rhythm at anchor can turn the day into something more “celebration” than “tour.” If you want photos, calmer mood, and that golden-hour feeling, this is the style to lean toward.

St Maarten and Sint Maarten anchorages: where the day starts bright

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - St Maarten and Sint Maarten anchorages: where the day starts bright
Your first stretch focuses on St Maarten / Sint Maarten anchorages and beaches. The list includes places like Pinel, Tintamarre, Friar’s Bay, Happy Bay, Grand Case, Anse Marcel, Baie Rouge, Baie Longue, Mullet Bay, Cupecoy, and Simpson Bay.

What makes this stop work well is variety. Even without landing ashore for long walks, anchoring at different spots lets you experience the coast’s mood changes: wider beach views, calmer coves, and classic Caribbean turquoise tones that look great from the boat. It also sets the tone—this is usually the moment when your group gets fully into “we’re on a private yacht day” mode.

The practical tip: treat this as your warm-up. In the shorter time windows, you’ll get the most out of St Maarten/Sint Maarten if you:

  • plan to swim and dry off onboard rather than rushing shore time
  • use the sheltered zones when the sun is strong
  • keep a simple routine for sunscreen and water refills

Potential drawback? If you’re the type who wants long beach strolling and fixed “must-see” hiking, two hours doesn’t turn into a land vacation. But on a private yacht charter, that’s not the game. The game is water time, scenery, and a relaxed day where the boat handles the logistics.

Further out to St Barts, Saba and the islets, more of St Maarten by sea

Gustavia and Saint-Barthélemy: the chic coast day, done your way

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - Gustavia and Saint-Barthélemy: the chic coast day, done your way
Next comes Gustavia in Saint-Barthélemy, with the itinerary pointing to iconic anchorages and areas like Anse de Colombier, Mooring near Gustavia, Shell Beach, and Saint John.

This is where the cruise feeling tends to sharpen. The coast here has a reputation for being “pretty” and also feeling a bit more refined, and the yacht approach matches that: you get to arrive by sea, drop anchor, enjoy the water, and keep your day paced around comfort instead of crowds.

Two things I’d plan for at this stop:

  • Expect the “wow” factor to come mostly from the water and boat views, not from a packed schedule.
  • Use your time to try a longer swim session or a water activity here if you’re saving your energy.

If your group includes a mix of ages, this part of the itinerary can be a win because it supports different styles in the same place. Some people want to float and relax; others want to move more. Either way, the boat gives you the option to return to shade whenever you need it.

Anguilla bays and coves: the part that feels most like pure beach time

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - Anguilla bays and coves: the part that feels most like pure beach time
Anguilla is the third highlight, with stops that can include Rendezvous Bay, Maundays Bay, Shoal Bay West, Meads Bay, Road Bay (Sandy Ground), Crocus Bay, Little Bay, and Shoal Bay Beach.

If you’re chasing that classic “caribbean postcard” feeling, this is where your eyes will probably do the most happy wandering. Anguilla’s coast works well with a yacht day because many of the best-known shorelines are ideal for anchoring and swimming sessions. You’re not locked into one spot all day, so you can match your mood—quiet water time one moment, a change of scenery the next.

In a half-day format, you’ll likely treat Anguilla as your main event. In a full-day format, it becomes the place you enjoy with less time pressure. Either way, here’s how to get the most out of it:

  • Pick your preferred vibe (more swim time vs. more sunbathing time) and commit for 30–45 minutes, not 10.
  • If you want a photo moment, do it when you’re already relaxed—at anchor, not while rushing to the next stop.
  • Bring water shoes if your group likes comfort for in-and-out swimming (the day is built around water activities).

A fair consideration: because you’re covering multiple islands, you’re also covering multiple sea conditions. If you’re sensitive to motion, plan to stay nearer the center of the yacht and use the shaded areas as “reset zones.”

On-board life: drinks, food, music, and water activities that run the day

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - On-board life: drinks, food, music, and water activities that run the day
This is not a barebones charter. The experience is built around the idea that you’ll be comfortable while you’re doing fun things.

You can expect food and beverages through the day, and multiple reviews describe it as substantial—think plenty of food and drinks, with a buffet and open-bar style drinks. There’s also music. That matters because it changes the mood: the boat becomes a moving party zone when you want it, then a calm floating lounge when you don’t.

Water activities are part of the schedule too. Reviews mention lots of water activities, and there’s a clear theme that the crew helps people participate comfortably—including kids during water sport time. If you’re traveling as a family, this is a major reason to pick this kind of charter over a DIY boat rental: you’re not just managing logistics, you’re also benefiting from staff who focus on everyone having a good time and staying safe.

The crew leadership names you’ll see associated with the trip are Captain Chris and Helene. Even when the itinerary changes slightly day-to-day, the service style stays consistent: attentive, friendly, and focused on making sure you’re happy without hovering.

Price and value: when this charter makes sense (and when it doesn’t)

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - Price and value: when this charter makes sense (and when it doesn’t)
The listed price is $6,448.44 per group (up to 12). That’s a big number until you look at it through the right lens: you’re booking a private yacht experience for your own group, and the day includes service, water time, and on-board refreshment.

Here’s how I think about value with a charter like this:

  • If your group is close to 10–12 people, the cost per person can feel surprisingly reasonable because the boat isn’t being shared with strangers.
  • If it’s just a couple of people, you’re essentially paying for a whole boat vibe (which can still be worth it for anniversaries, birthdays, or special celebrations, but it’s less “efficient” financially).

Also note the mismatch you might notice in the details: the yacht is described as having capacity up to 30 passengers, but the price you’ll likely be quoted is for a group up to 12. In practice, that means you should confirm what group size your exact booking is priced for, especially if you’re planning a larger party.

Bottom line: this charter is built for groups who want to trade “planning” for “show up, relax, and have the crew handle the rest.”

Who will love YES DARLING most?

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla - Who will love YES DARLING most?
This boat fits best when you want a private, flexible day rather than a tight sightseeing crawl. It’s especially good for:

  • groups of friends who want music, drinks, and water time without dealing with boat logistics
  • family days where different age groups want different activities but still stay together
  • milestone events—birthdays and celebratory get-togethers where the yacht itself is part of the experience

If you prefer quiet travel with minimal stimulation, the music and party-like mood might feel like too much. You can still find shade and calmer pockets, but the overall energy is geared toward enjoyment, not silence.

Should you book YES DARLING?

Yes, I’d book it if your priority is a private yacht day across St Maarten, Saint-Barth, and Anguilla, with crew-led service, food and drinks, and real water-activity time. The combination of open-deck space, shaded comfort, and a team that clearly knows how to run a fun day is exactly what you want when you’re paying for an experience, not just transportation.

I’d hesitate if you’re optimizing for the cheapest option or if your group is smaller and you’re strict about cost per person. In that case, you might still enjoy the day a lot—but you’ll want to be sure you’re actually paying for the private yacht feeling, not hoping it behaves like a standard group tour.

FAQ

How long is the YES DARLING experience?

You can book a half-day option of about 4 hours or a full-day option of about 8 hours.

How many people can I book for?

The price is listed per group up to 12. The yacht is described as capable of carrying up to 30 passengers.

Where does the pickup work, and is there a mobile ticket?

Pickup is offered. You also get a mobile ticket.

What stops are included on the full itinerary?

The route is designed to cover St Maarten/Sint Maarten, Saint-Barthélemy (including the Gustavia area), and Anguilla, with anchorage and beach options such as Pinel, Tintamarre, Grand Case, Colombier, Shell Beach, Saint John, Meads Bay, Shoal Bay West, and others.

Is food and drinks provided?

Yes. The experience includes food and beverages, and multiple mentions describe buffet-style service and open-bar style drinks.

Is there time for water activities?

The day is built around water time, and reviews mention lots of water activities, with support for families and kids.

Can I bring a service animal?

Yes, service animals are allowed.

What’s the cancellation window for a refund?

You can cancel up to 24 hours in advance for a full refund. If you cancel less than 24 hours before the start time, the payment isn’t refunded.

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