Private charters to Anguilla from St Martin / St Maarten

Private boat charters to Anguilla from St Maarten & St Martin

A clear-water island escape just a short crossing away — best experienced by private boat with time to swim, relax, and enjoy Anguilla at your own pace.

A private boat charter to Anguilla is one of the most popular day trips from St Maarten. Known for its white sand beaches and clear turquoise water, it offers a different kind of experience compared to staying around the island. For many guests, it’s one of the most memorable days of their trip.

With a short crossing and flexible routing, it’s a straightforward way to enjoy a full day on the water with time to stop, swim, and go ashore.

Full-day and half-day private charters available.

Prefer to ask first? You can also reach us by email or WhatsApp.

Choose the right Anguilla charter

Full-day Anguilla charters

A complete day on the water with time to visit multiple beaches, swim, and enjoy Anguilla at a relaxed pace.

Explore full-day options →

Half-day Anguilla charters

A shorter, more focused trip with time for one or two stops. Best suited to guests with limited time and flexible expectations.

Explore half-day options →

Why Anguilla is different

Anguilla offers a very different experience compared to St Maarten. The beaches are quieter, the water is exceptionally clear, and the overall pace is more relaxed.

Because it’s a separate island, the day includes a short crossing and arrival formalities, but the reward is access to some of the most beautiful coastline in the region.

For most guests, it’s one of the standout experiences of their trip.

If you’re looking for a longer, more premium experience, a private charter to St Barts may also be worth considering.

Based on the island. Here to help.

Local experts

Based in St Martin / St Maarten

Direct support

Speak to someone who knows the boats

7 days a week

Flexible help before and after booking

We help you choose the right charter based on your group, your timing, and how you want to spend your day — whether that’s a half-day trip, a full-day charter, or a relaxed sunset cruise.

Important to know before you go

Crossing time

Around 20–25 minutes each way depending on conditions

Customs fees

Typically around $30–$35 per person, paid separately

Passport required

Valid identification is required for entry

Conditions matter

Crossings depend on weather and sea conditions

Departure points

From Cole Bay, Marigot, Nettle Bay or Anse Marcel

What a day trip to Anguilla can look like

Depart St Maarten

Meet your captain and leave from your departure point

Cross to Anguilla

A short open-water crossing of usually 20-25 minutes

Swim and relax

Enjoy clear water and calm beaches

Beach stops

Visit one or more locations depending on your plan

Return in the afternoon

Head back at a comfortable pace

Typical pricing for Anguilla charters

Full-day private charters to Anguilla typically start from around $1,100+, with larger or more premium boats priced higher depending on your group size and preferences.

Half-day trips are available but often use mid-size or larger boats due to the crossing, which keeps pricing closer to full-day options.

We’ll guide you to the most suitable option based on your plans and what’s available for your date.

Prefer to ask first? You can also reach us by email or WhatsApp.

How booking works

We check availability first — you only pay once your charter is confirmed.

Step 1 — Tell us your plans

Share your dates, group size, and what you’re looking for

Step 2 — We recommend options

We match you with the best available boats for your group

Step 3 — Reserve with a deposit

Balance paid directly to your captain on the day

Before you book

Anguilla charters involve a short international crossing, so timing, weather conditions, and customs clearance all play a role in how the day is structured.

While the crossing is usually straightforward, it’s important to allow enough time to fully enjoy the experience — which is why full-day charters are generally recommended.

We’ll confirm all details clearly before you book, including timing, departure point, and what’s included.

What guests say about booking with EXPLR.SX

Real feedback from guests who trusted EXPLR.SX to plan their time in St Martin & St Maarten — from private boat charters to island day trips.

“Everything was thoughtfully organised from start to finish, especially travelling with two young children. We felt completely looked after on the day, and the experience was both safe and unforgettable. Communication was excellent throughout, which gave us real peace of mind.”

“EXPLR.SX is a great choice when planning experiences in St Maarten. Everything was well organised, flexible, and easy to arrange, even when the weather changed. Communication was quick and helpful throughout, and we enjoyed both of our trips.”

“Everything felt easy and smooth from booking through to the day itself. The experience was well planned but still flexible, which made it perfect for our group. We had an amazing time in Anguilla and would highly recommend it.”

“An incredible day on the water and one of the highlights of our trip. Everything was perfectly organised, with great attention to detail throughout — including an amazing meal and thoughtful care for dietary requirements. The whole experience felt effortless.”

“The highlight of our two weeks in St Maarten. We were a large group with kids and everything was incredibly smooth and completely stress-free. Communication was excellent and we felt looked after from start to finish.”

“Very professional and reliable from start to finish. The whole day was easy, well organised, and a lot of fun — exactly what we were hoping for.”

Frequently asked questions

Is Anguilla worth it by private boat?

For many guests, yes — Anguilla offers clearer water, quieter beaches, and a more relaxed atmosphere compared to St Maarten.

Because of the short crossing, it’s one of the easiest island day trips in the Caribbean and often becomes a highlight of the trip.

How long is the crossing?

The crossing is typically around 20–25 minutes each way, depending on weather and sea conditions.

Why is Anguilla more expensive than staying in St Maarten?

Anguilla charters involve an international crossing, customs clearance, and typically larger or more capable boats.

This makes pricing higher than local charters, but the experience is also very different.

Are customs fees included?

No — customs fees are usually paid separately and typically range from $30–$35 per person, depending on the operator.

We’ll confirm exact details before you book.

Do I need a passport?

Yes, valid identification is required for entry into Anguilla.

Can we go ashore?

Yes, most charters allow time to visit beaches or stop for lunch depending on your plan.

What’s the difference between half-day and full-day Anguilla trips?

A full-day charter gives you enough time to visit multiple locations and enjoy Anguilla at a relaxed pace.

A half-day trip is shorter and more focused, typically with one or two stops, and is best suited to guests with limited time.

You can explore the difference between full-day and half-day Anguilla charters before deciding.

Is a half-day Anguilla charter worth it?

It can be, but it’s a more condensed experience. Because of the crossing, many guests prefer a full-day charter to make the most of the trip.

What happens if the weather is not good?

Safety always comes first. If conditions are not suitable, we’ll either reschedule your charter or discuss the best available alternative with you.

Can we choose where to go in Anguilla?

To some extent, yes — routes are flexible and depend on conditions, timing, and your preferences.

Your captain will guide you on the best options for the day.

Tell us what you have in mind

Tell us your date, group size, and what you’re looking for, and we’ll guide you to the best available Anguilla charter.

Reserve your date with a deposit. Balance paid on the day.