A speedboat day to Anguilla feels like a cheat code. You’ll hop aboard at Simpson Bay for a full day of beach time, guided stops around the south side of Anguilla, and snorkeling with provided gear. I especially like the mix of big-name beaches and protected-water swimming spots, with Meads Bay often being the “how is this real?” moment. I also like that lunch and drinks are handled onboard, so you’re not scrambling for food once you’re in your day-of-fun rhythm. The main thing to consider is the ride and water access: it’s a powerboat, and sea conditions can mean a wetter, bumpier experience than you’d get on a calmer ferry.

What really makes this feel worth it is the staff setup. The captain and crew keep the day running smoothly, manage the snorkeling health check, and make sure everyone gets time in the water and on the beach. I also like that the plan is flexible—Shoal Bay can shift based on weather, and there’s a backup stop at Rendezvous Bay—so you’re not stuck with “just one quick beach” if conditions change.

Key things I’d note before you book

• Snorkel gear is included, so you can pack lighter and spend more time in the water
• Meads Bay is a Marine Park-style stop with time to relax at a protected beach
• Shoal Bay can change with weather, and the crew has an alternate plan (Rendezvous Bay)
• Open bar is part of the package, with lunch served onboard
• Small-group limits (max 20) help keep the day from feeling chaotic

Simpson Bay to Anguilla: how the day actually moves

This is a full-day powerboat excursion built for time on the water, not long land drives. You meet at 62 Welfare Rd, Cole Bay (Sint Maarten), and you’re looking at a 9:00am departure, with the day typically running around 7 hours. Once you’re aboard, you cruise across toward Anguilla with some historical commentary from the crew.

What I like about this pacing is that it respects your vacation time. You get several different beach vibes in one day—open-water swimming, calmer protected-water snorkeling, and classic soft-sand lounging—without needing to plan a route yourself.

Small-group comfort on a powerboat (and why that matters)

You’re on a powerboat, not a big ferry, and that changes the feel. The day is designed for groups of up to 20, with a minimum of 8 passengers required to run the trip. A smaller boat usually means fewer people to wait on, quicker transitions between stops, and more attention when it’s time to get in and out.

The tradeoff is motion. Some days you’ll feel the chop, and you should be ready for spray. A few guests specifically flagged that the ride can get rough and that you may get wet. If you’re sensitive to waves, pack for it mentally: this is an active day at sea, not a floating lounge.

Beach-hopping Stop 1: Sandy Island for quick sand, quick swimming

Sandy Island is usually your first meaningful stop, with about 45 minutes on the beach. This is the kind of place where you can go straight from boat to beach mode: sunscreen on, water shoes if you use them, and a short swim if the conditions look good.

Why this stop works early in the day: it’s a fast warm-up. You’ll get your bearings, loosen up in the water, and still have plenty of time later for the longer “take your time” beach moments. If you’re traveling with people who want different levels of activity, this first stop helps everyone find their pace.

Stop 2 at Little Bay: more soft-sand time with snorkeling included

Next you head to Little Bay (also about 45 minutes). This one is a classic for relaxing, with time to swim and use the included snorkeling equipment. The equipment inclusion matters because snorkeling gear can be a hidden cost on other tours—here it’s part of what you pay for.

You’ll also want to treat passports like your day’s most important item. Everyone needs a passport for this trip, and you’ll be in and out of different jurisdictions during the day. Keep documents in a waterproof bag or case if you have one.

Shoal Bay is the “weather decision” stop

Shoal Bay is listed as a stop that lasts about 1 hour, but with an important caveat: the crew’s decision depends on weather. That’s not a cop-out; it’s part of how powerboat excursions operate. If conditions aren’t right to get close safely or comfortably, they’ll adjust the plan.

This is where your mindset matters. If you’re hoping for a strict timetable no matter what, you might feel annoyed if the day changes. If you’re okay with a flexible route, this stop often becomes one of the better swimming windows because the crew is choosing locations based on what the water allows that day.

Meads Bay in the Anguilla Marine Park: the best “finish strong” stop

Meads Bay is usually the later main stop, around 45 minutes, and it’s the one tied to the Anguilla Marine Park vibe. The big reason people care is simple: protected areas tend to make snorkeling and swimming easier and more enjoyable. You also get the chance to relax on a beach that feels like it’s made for lingering.

One small detail that helps set expectations: the plan often includes cruising time, beach time, and onboard time. By the time you reach Meads Bay, you’re already warm from the earlier stops, and that’s when you can slow down—snorkel for as long as you want, then just float in shallow water or lounge on sand.

When the route changes: Rendezvous Bay as backup

If conditions don’t cooperate, the itinerary includes Rendezvous Bay as an alternative stop (about 45 minutes). This backup matters because it keeps your day full even when one of the planned beach stops can’t happen.

Practically, this means you shouldn’t assume every stop will run exactly as listed. The upside is that the tour is structured to avoid a half-day experience.

Lunch onboard plus an open bar: how food and drinks fit the day

Lunch is served onboard when it’s time—so you don’t waste beach time hunting for a restaurant. You’ll get freshly made sandwiches, fruit, chips, and dessert. That’s a solid set of options for a day with swimming and sun. You’ll be surprised how much energy you burn on a water day, so eating at the right time helps you enjoy the rest of the tour.

Drinks are unlimited with an open bar. Rum punch shows up in guests’ comments, and the general vibe is that you’re not rationed or rushed. Still, a practical tip: eat something before you start drinking if you want to keep the rest of the day feeling fun instead of foggy.

What to bring: the stuff that actually saves your day

Bring sun protection and plan for getting wet. Several guests recommended bringing sunscreen, a towel (and even more than one), and a plastic bag for your stuff. If your documents aren’t already in a waterproof case, fix that before you leave the meeting point.

Also: pack a quick breakfast before you go. People call this out because you’re leaving at 9:00am and spending a chunk of the day on the water before lunch. It’s also smart if you plan to enjoy the open bar, since you’ll feel better with food in your system.

For comfort, consider swimwear you can handle after you’ve been in and out of the water. Some guests noted it isn’t the easiest setup for water entry, with only a few steps. If you’re not a confident swimmer, you’ll want to think carefully before signing up.

Snorkeling reality check: what’s provided and who should be cautious

Snorkeling equipment is included, but snorkeling isn’t the same thing for everyone. Before you get in, you’ll complete a health questionnaire related to snorkeling. Some conditions, like asthma or heart issues, may prevent you from snorkeling—so it’s worth checking with your doctor if you’re unsure.

Some guests also said snorkeling was limited in fish depending on conditions, and that getting in and out of the water can be a bit awkward. Translation: snorkel time is a bonus, not a guarantee of a reef safari. If you’re going mainly for swimming and beach lounging, you’ll still likely get your money’s worth.

Seasick and confident-swimmer check: who this is best for

This is a great tour for people who want a classic beach day with an active twist. It works especially well if you like the idea of seeing multiple bays in one trip and you’re okay with getting out of the boat and into the water a few times.

It’s less ideal if you’re dealing with motion sensitivity or if you don’t feel comfortable with rougher water. Multiple guests used strong language about the fact that it is not a cruise-style ride. If you’re a weak swimmer, you should take that seriously and consider a calmer option instead.

On the other hand, older travelers also pointed out that the crew helps with getting on and off the boat, which can make a big difference. If you’re traveling with parents or grandparents, this is one of those tours where good crew support matters.

Guides and crew energy: what makes the day feel personal

A standout theme is how the captain and mates run the vibe. Names like Captain Sammy and Noah, plus crews that include Junior and Lucas, show up repeatedly in guests’ comments. The common thread: they handle safety well, keep everyone included, and keep the day moving.

There are also small human touches. Guests described birthdays celebrated onboard, and others mentioned the crew being attentive to older passengers who needed extra help stepping on and off the boat. When you’re on a small boat, that kind of attention matters.

Value: $139 plus the $25 admission fee and what you actually get

The base price is $139 per person, and an admission fee of $25 per person is listed as not included. That means your real out-of-pocket could be closer to $164 before any extras. Still, you’re getting a full day with multiple stops, snorkeling gear, lunch onboard, and an open bar.

Here’s the value logic: if you tried to recreate this day on your own, you’d still need a boat or ferry plan, snorkeling gear (or rentals), and lunch. Paying one set price for the boat + stops + food + drinks can be a big convenience win—especially since the crew handles the timing and the weather-based route changes.

Should you book the Anguilla Getaway Cruise?

Book it if you want a full-day Anguilla beach experience with minimal planning. You get time at multiple bays, snorkeling gear included, a meal onboard, and an open bar, all run by a crew that seems to focus on safety and a good group day.

Think twice if you’re prone to seasickness, not confident with water entry, or you’re expecting a calm, ferry-like ride. This is an active powerboat day, and the sea conditions can shape what you do.

If you fall into the “we want sun, sand, and a fast route to Anguilla” camp, this tour is one of the easier ways to make that happen.

FAQ

What time does the Anguilla Getaway Cruise depart?

The tour departs at 9:00am and returns back to the original meeting point.

Where is the meeting point in Sint Maarten?

You meet at 62 Welfare Rd, Cole Bay, Sint Maarten.

How long is the trip?

The duration is listed as about 7 hours.

Is this tour available for cruise ship passengers?

No, it’s not available for cruise ship visitors.

Do I need a passport?

Yes. All participants need a passport.

What’s included in the price?

Included items are unlimited drinks (open bar), a local guide, snorkeling equipment, and lunch with freshly made sandwiches, chips, fruit, and dessert.

Is there an additional admission fee?

Yes. An admission fee of $25 per person is not included.

Do I need to be able to snorkel?

You’ll complete a health questionnaire before snorkeling. Some pre-existing medical conditions may prevent you from snorkeling, so check with your doctor if you’re unsure.

Does the tour run in any weather?

It requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.

What happens if there aren’t enough passengers?

The tour has a minimum number of 8 passengers. If it doesn’t meet the minimum after confirmation, you’ll be offered an alternative or a full refund.

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