Anguilla In Style

The best thing about Anguilla In Style is its fast, water-level view of the island. Instead of spending the day on one beach, you move from Sandy Island to Little Bay, Meads Bay, and Rendezvous Bay, with time for swimming, snorkeling, photos, and cold drinks along the way.

I like the mix of four very different beach stops and the easygoing crew service. Lunch, water, soft drinks, alcohol, snacks, life jackets, noodles, and snorkeling gear are included, which makes the $149 price easier to justify. The catch is the open-water ride: wind and waves can make the speedboat rough, and the $25 immigration fee must be paid in cash.

Key points to know before booking

• Four Anguilla stops in six hours: Sandy Island, Little Bay, Meads Bay, and Rendezvous Bay each offer a different setting.
• Speedboat travel from Simpson Bay: You get a quicker, more exciting crossing than a standard ferry, but the ride can be bumpy.
• Lunch and drinks are included: Expect French gourmet sandwiches, snacks, bottled water, soda, and alcoholic beverages.
• Passport required: You cannot take this international boat trip without one.
• Bring $25 cash: Immigration and clearance cost extra and are not included in the tour price.
• A social shared trip: The boat can carry up to 28 people, so this is not a private charter.

Why this Anguilla day trip works

Anguilla is best known for clean white beaches and clear water, but reaching several of its best coastal spots in one day takes planning. This excursion removes most of that work. You meet at Nowhere Special, 88 Welfare Road in Simpson Bay, at 10:00 a.m., board the boat, and let the crew arrange the order of stops.

I like that the day is built around time in the water rather than a long bus tour or a rushed island drive. You see Anguilla from the coast, stop where the conditions allow, and spend much of the day swimming or walking on sand.

That format also tells you what this trip is not. You will not get a broad tour of Anguilla’s towns, roads, shops, or inland sights. The focus is beach hopping by boat. If you want a beach day with a lively boat ride, that is a strength. If you want to understand the island as a whole, you will need a separate visit.

The trip is shared and can include as many as 28 people. That keeps the cost below a private charter, but it also means you should expect a group atmosphere. The music, drinks, crew interaction, and time in the water create a social feel rather than a quiet private outing.

The speedboat crossing from Simpson Bay

The boat ride is part of the attraction. You travel by sleek speedboat rather than taking a slower ferry, so the crossing feels more like an outing than simple transportation. The boat has been described as clean, comfortable, and spacious, with enough room for the day’s equipment and food.

You should still prepare for spray and motion. Several parts of the route can be rough when the wind picks up, and the ride may be uncomfortable for anyone with a bad back or strong motion sensitivity. One useful tip is to consider motion-sickness medicine if you already know you need it on boats.

The crew tries to adjust to sea conditions. Pascal has been praised for handling rough water carefully, while other crew combinations have included Anthony and Ashton, Anthony and Nick, Alex and Elias, CJ and Anthony, and Sofia with another crew member. Names can change from one departure to the next, but the pattern is clear: the crew is expected to be active, attentive, and involved throughout the day.

You should also expect to get wet. Spray, rain, and larger waves can arrive without much warning. Wear swim clothes from the start, protect your phone, and use sunscreen generously. One person’s birthday outing became especially memorable because the crew took time to make the occasion feel personal, but the basic experience remains a water-first excursion rather than a formal sightseeing cruise.

Sandy Island: a small start with clear water

Sandy Island is a tiny crescent-shaped island off Anguilla. It has pale sand, shallow-looking turquoise water, and the feel of a small offshore escape. The stop lasts about one hour, giving you time to swim, sit on the sand, and look around without turning the visit into a long shore break.

The setting works well as an introduction to the day. You step away from the larger island and get an immediate sense of Anguilla’s offshore coastline. The surrounding coral reefs also make this a useful place to try the provided snorkeling equipment.

Do not expect a large resort area or a long list of things to do. Sandy Island is appealing because it is small and simple. If you prefer a beach with shops, restaurants, and plenty of shade, this stop may feel limited. It is best approached as a short swim and sand stop.

The tour supplies snorkeling equipment, life jackets, and pool noodles. That matters for less confident swimmers. You can choose how active to be, and the crew can help you get settled in the water.

Little Bay: a secluded cove for swimming and photos

Little Bay is a small west-facing beach near Crocus Bay. It is reached by boat, which helps explain its quiet character. The one-hour stop gives you a chance to swim, snorkel, and take photos from a more sheltered-looking cove than the broad beaches later in the day.

This is one of the more distinctive stops because the boat is your access. You are not simply pulling up beside a large public beach and walking into a busy strip of restaurants. The cove feels more private and contained, even though you are visiting as part of a shared group.

Little Bay is also suited to people who want a scenic water stop without committing to a long beach walk. The crew has been known to help nervous swimmers, including guests who panicked when first getting into the sea. That kind of support is valuable if you are unsure about snorkeling but still want to try.

The tradeoff is that the visit remains mostly coastal. You see the cove from the water and enjoy the beach, but you do not get a major inland tour of Anguilla. The stop is about swimming, photos, and the setting.

Meads Bay: the calm beach break

Meads Bay brings a longer, more open beach experience. The water is known for its calm feel, and the beach has a polished, luxury-resort atmosphere without requiring you to book a resort. The scheduled stop lasts about one hour.

I would use this time for a slower swim and a walk along the sand. After the speedboat crossing and the smaller island and cove stops, Meads Bay gives you room to spread out. It is a good place to enjoy the color of the water and take photographs that show the broad sweep of the coast.

The beach’s appeal is its calm simplicity. You do not need to organize an activity here. Swim, float, walk, or sit back with a drink. The crew keeps the day moving, but the hour provides a useful change of pace.

The limitation is timing. One hour goes quickly if you want a long walk, a full snorkeling session, and lunch at the same stop. Food is served as part of the boat outing rather than as a restaurant visit on Anguilla, so you should not expect a commercial beach lunch.

Rendezvous Bay: the longest beach stop

Rendezvous Bay receives about two hours, making it the main beach break of the day. It is a broad sweep of soft white sand on Anguilla’s Caribbean side, with wide views back toward St. Martin.

This is where you have the best chance to settle into the rhythm of the island. Walk along the shore, swim, take photos, or simply sit with a drink. The extra time matters because you are not forced to leave just as you get comfortable.

Rendezvous Bay is particularly good for people who value beach walking. The shore is long and open, so it feels different from the compact setting of Sandy Island or the secluded cove at Little Bay.

The beach stop can also expose the main weakness of this kind of schedule. Four coastal stops sound generous, but travel time, boarding, serving lunch, and changing locations all take minutes away from the sand. If you prefer one unhurried beach day, a dedicated Rendezvous Bay visit may suit you better.

Lunch, drinks, and the practical value of $149

The $149 per-person price includes a French gourmet sandwich, bottled water, soda, alcoholic beverages, snacks, and the use of snorkeling equipment. The sandwich options have been well received, with the chicken on a baguette singled out as a satisfying choice.

Food portions can feel light if you arrive hungry. One rating described the meal as limited, while the operator’s response indicated that sandwiches were left over at the end of another trip. That suggests supply is intended to cover the group, but appetites vary. I would eat a proper breakfast and treat the sandwich as a welcome boat lunch, not your only substantial meal of the day.

The drinks are a meaningful part of the value. Buying boat drinks, water, snacks, snorkeling gear, and lunch separately could add up quickly. You also avoid having to find a restaurant between beach stops, which protects your limited six-hour schedule.

The price does not include the $25 immigration and clearance fee. That charge must be paid in cash, so have the money ready before departure. Transportation to the meeting point is also not included. The meeting point is near public transportation and walkable for people staying around Simpson Bay, but you must arrange your own way there.

For a shared boat day with four stops and food and drinks included, the price is reasonable. It is less attractive if you do not drink, have no interest in snorkeling, or would rather spend the day at one free beach.

What the crew adds to the day

The crew is central to this experience. Captains and first mates do more than steer the boat. They pass out drinks, explain the route, help people into the water, and keep the group moving between stops.

Anthony has been praised for being attentive, while Ashton has been described as entertaining and helpful. Pascal has received credit for managing rough conditions, and Alex and Elias have been noted for their warm, friendly manner. Other crew members, including Nick, Jett, CJ, Leon, Snider, and Sofia, have also been associated with particularly positive outings.

The level of explanation can vary. If you want detailed information about every location, ask questions directly. The crew is willing to explain the stops, but the trip is not built as a formal lecture about Anguilla.

That is a fair trade for a day that keeps its energy up. You get practical help, a relaxed social mood, music, drinks, and time in the water. You do not get a long historical talk or a structured land tour.

Who should book this boat trip

I would recommend it most strongly to you if you:

• Want to see several Anguilla beaches in one day
• Like speedboats and do not mind a rough ride
• Enjoy swimming, snorkeling, and getting wet
• Prefer a social boat atmosphere over a private outing
• Are staying near Simpson Bay or can reach the meeting point easily
• Want lunch, drinks, and equipment included in one price
• Have a passport and can bring the $25 cash fee

I would think twice if you have a bad back, dislike open-water motion, or want a quiet ferry-style crossing. I would also choose another type of excursion if your main goal is exploring Anguilla’s towns, restaurants, shops, or inland roads.

Snorkeling is available, but the underwater experience depends on conditions. You might see fish and starfish, yet this should not be booked as a specialist reef trip. The beaches and boat ride are the main event.

The trip is also weather-sensitive. Choppy water has caused stops to be shortened or skipped on some departures. The captain may adjust the route for safety, so you should value the overall day rather than insisting on a fixed sequence of four perfect beach visits.

Should you book Anguilla In Style?

Book it if you want a high-energy beach day with a clear plan, quick transport, friendly crew service, and several different coastal settings. The strongest value comes from the combination of four stops, lunch, drinks, and equipment, not from any single beach.

Skip it if you want a full island tour, a guaranteed calm crossing, or a private and quiet boat. Bring your passport, $25 in cash, sunscreen, swimwear, and a willingness to handle spray and waves. With those expectations in place, this is a practical way to spend six hours seeing the best of Anguilla from the water.

FAQ

How long is Anguilla In Style?

The experience lasts approximately six hours and begins at 10:00 a.m.

Where does the tour start?

It starts at Nowhere Special, 88 Welfare Road, Simpson Bay, Sint Maarten, and returns to the same meeting point.

Is transportation to the meeting point included?

No. Transportation to the meeting point is not included, although the location is near public transportation and walkable from parts of Simpson Bay.

Do I need a passport?

Yes. A passport is obligatory because the trip includes travel between Sint Maarten and Anguilla.

Is there an extra immigration fee?

Yes. Immigration and clearance cost $25 per person, and the fee must be paid in cash.

What food and drinks are included?

The tour includes French gourmet sandwiches, bottled water, soda, alcoholic beverages, and snacks.

Is snorkeling equipment provided?

Yes. Snorkeling gear, life jackets, and pool noodles are provided for use during the trip.

How many people can join the boat?

The activity can accommodate a maximum of 28 travelers.