Private charters to Anguilla from St Martin / St Maarten
Private boat charters to Anguilla from St Maarten & St Martin
Discover Anguilla by private boat from St Martin & St Maarten. With white-sand beaches, clear turquoise water and a relaxed island atmosphere, Anguilla is one of the most popular private boat day trips from the island.
Depending on your departure point and the conditions, the crossing is relatively short, leaving time to swim, relax, enjoy lunch ashore and explore Anguilla’s coastline at your own pace.
Full-day and selected half-day private charters are available.
Choose the right Anguilla charter
Full-day Anguilla charters
A complete day on the water with time to visit beaches, swim, enjoy lunch ashore and experience Anguilla at a relaxed pace.
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.
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 Anguilla is a separate territory, the day includes an international crossing and entry formalities, but the reward is access to some of the region’s most beautiful beaches and coastline.
For most guests, it’s one of the standout experiences of their trip.
Guests looking for a day built around restaurants, shopping, beach clubs and time ashore may also wish to consider a private charter to St Barts.
Why guests choose Anguilla
Crystal-clear water
Anguilla is known for some of the clearest water in the Caribbean, making it one of the most popular destinations for swimming, relaxing and enjoying time on the water.
Spectacular beaches
From long stretches of white sand to smaller bays accessible by boat, Anguilla is often chosen by guests who want to spend time ashore as well as on the water.
Relaxed island atmosphere
The pace is slower, quieter and less crowded than many Caribbean destinations, making it ideal for guests looking for a more laid-back day.
Beach restaurants and lunch stops
Many guests choose Anguilla specifically for the opportunity to enjoy lunch ashore before continuing their day on the water.
A true island escape
Unlike staying around St Martin, the crossing creates the feeling of visiting a completely different destination while still remaining close enough for an easy day trip.
Is an Anguilla charter right for your group?
Often best for:
- beach lovers
- couples
- families
- clear-water enthusiasts
- relaxed travellers
- guests who want time ashore
- full-day experiences
- visitors looking for a true island escape
You may prefer St Maarten if:
- you want a shorter trip
- snorkelling is your main priority
- you only have half a day available
- you want maximum flexibility
You may prefer St Barts if:
- restaurants and shopping are important
- you’re looking for a longer premium day
- beach clubs are a priority
- you want time in Gustavia
Why book your Anguilla charter through EXPLR.SX?
Tell us what you have in mind. We’ll recommend the right available Anguilla charter and handle the booking from there.
Local Anguilla knowledge
We understand how departure point, boat type, crossing conditions and your plans affect an Anguilla day.
The right charter
We recommend the best fit based on your group, plans, comfort preferences and current availability.
Availability checked
We check what is actually available for your date before you decide.
One point of contact
EXPLR.SX handles your booking and coordination from your first enquiry through charter day.
Clear booking
Pricing, inclusions, payment arrangements and important details are explained before you book.
Still deciding?
Choosing the right private boat charter is often less about the boat itself and more about the experience you’re looking for.
Anguilla is ideal for guests who prioritise beaches, clear water and a relaxed island atmosphere, while St Maarten and St Barts offer very different styles of day trip.
These guides can help you decide which option best suits your group.
→ Compare the two most popular private boat day trips from St Maarten.
→ What makes Anguilla different, who it’s best suited to, and whether the crossing is worth it.
→ This guide explains what really matters when choosing the right size private boat charter.
Important to know before you go
Crossing time
Crossing time varies by departure point, boat and sea conditions.
French-side departures are generally shorter, while departures from areas such as Cole Bay, Simpson Bay or Philipsburg may take longer.
We’ll explain the expected crossing time for your charter before you book.
Customs and immigration
Immigration and customs formalities apply when travelling to Anguilla.
Any applicable government or clearance fees are explained before booking and may be paid separately unless specifically included.
Travel documents required
Anguilla is a separate British Overseas Territory.
Guests must carry the travel documents required for entry to Anguilla based on their nationality and immigration status.
Weather matters
Although the crossing is usually straightforward, routes and timings may occasionally be adjusted based on weather and sea conditions.
Full-day charters are usually best
While half-day trips are available, most guests find a full-day charter provides the best balance between crossing time, beach time, lunch ashore, and relaxation.
A typical private boat charter to Anguilla
Meet your captain and board at the confirmed marina, dock or pickup point.
Travel across to Anguilla, with journey time depending on your departure point, boat and the conditions.
Visit beautiful locations such as Meads Bay, Rendezvous Bay, Shoal Bay, Sandy Island, Prickly Pear, or other destinations depending on your itinerary.
Many guests choose to enjoy lunch at one of Anguilla's beachfront restaurants before continuing their day.
Spend the afternoon swimming, cruising and enjoying the water before returning to your confirmed departure or drop-off point in St Martin / St Maarten.
How much does a private charter to Anguilla cost?
The cost of a private Anguilla charter varies considerably depending on the boat, group size, departure point, itinerary, inclusions and level of comfort.
Smaller or simpler boats may cost less, while larger powerboats, catamarans and premium options can cost significantly more.
We’ll recommend the most suitable available charter based on your date, group size, preferences and budget before any payment is required.
See our Anguilla price guide for a fuller breakdown of typical costs and what affects the price.
How booking with EXPLR.SX works
We check availability first, and you only pay once availability has been confirmed.
Step 1 — Tell us your plans
Share your preferred date, group size and the type of experience you’re looking for.
Step 2 — We recommend the right charter
We check current availability and recommend the best fit for your group, plans, comfort preferences and budget.
Step 3 — Confirm your charter
Once you’ve chosen, make the required payment to secure your booking. EXPLR.SX confirms your charter and keeps the practical details coordinated.
✔ Secure booking ✔ Clear payment arrangements ✔ No booking fees
Any remaining payment arrangements will be explained clearly before you book.
Before you book
Anguilla charters involve an international crossing, so timing, weather conditions and immigration and customs formalities 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 booked private charters and island experiences through EXPLR.SX.
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Common concerns
Most guests have similar questions before booking. You may also find these guides useful:
→ How conditions are handled and your options.
→ Understanding deposits, communication, and what to check before booking.
→ When to book — and when last-minute still works.
→ How to avoid common mistakes when booking.
→ The calmest routes, easiest crossings, and best options for guests worried about seasickness.
Private Boat Charter FAQs
Most guests booking a private boat charter to Anguilla have similar questions about pricing, departure points, weather conditions, booking timelines, and choosing the right boat.
The answers below cover the most common questions we receive before booking.
Is Anguilla worth it by private boat?
For many visitors, a private boat charter to Anguilla becomes the highlight of their trip. Anguilla is known for its white-sand beaches, exceptionally clear turquoise water, and relaxed atmosphere. Unlike St Maarten, where many attractions are concentrated around the coastline, Anguilla feels like a true island escape. Guests often choose Anguilla because they want time ashore, beautiful beaches, beachfront restaurants, and a slower pace. If beaches and clear water are your priorities, Anguilla is often the best private boat day trip from St Maarten.
How long is the crossing?
Crossing time depends on your departure point, the boat and sea conditions. From some French-side departure points it can be around 20–25 minutes, while departures from other parts of St Maarten can take longer.
We’ll explain the expected crossing time for the charter we recommend before you book.
Why is Anguilla more expensive than staying in St Maarten?
Anguilla charters involve a longer inter-island journey, more fuel, customs and immigration formalities and additional clearance costs compared with many local St Maarten charters.
Pricing also depends on the boat, group size, departure point, itinerary and level of comfort.
Are customs fees included?
Customs and immigration charges are usually separate unless specifically included in the charter price. The amount can vary, and we’ll explain any known charges before you confirm your booking.
Do I need a passport?
Anguilla is a separate territory, so guests need the travel documents required for entry based on their nationality and immigration status.
If you’re unsure, check the applicable entry requirements before travelling and let us know if you have questions about what information is needed for the charter.
Can we go ashore?
Absolutely. Many guests choose Anguilla specifically because they want to spend time on the island itself. Depending on your itinerary, you may visit beaches, enjoy lunch at a beachfront restaurant, explore different bays, or simply relax ashore before continuing your day on the water.
What’s the difference between half-day and full-day Anguilla trips?
A half-day Anguilla charter focuses on a smaller number of locations and less time ashore. Because the crossing itself takes time, many guests find a full-day charter offers a much better overall experience. Full-day charters provide more flexibility, more beach time, more swimming opportunities, and a more relaxed pace throughout the day.
Is a half-day Anguilla charter worth it?
It can be, particularly for guests with limited time or those staying close to a suitable departure point. However, because Anguilla involves an international crossing, most visitors find that a full-day charter provides significantly better value and allows enough time to fully enjoy the destination. We generally recommend full-day trips whenever possible.
What happens if the weather is not good?
Safety always comes first.
If weather conditions affect your planned charter, we’ll coordinate the next step with you. Depending on the conditions, that may mean adjusting the route or timing, rescheduling, or applying the relevant cancellation and refund terms.
Can we choose where to go in Anguilla?
Yes. Private charters offer far greater flexibility than shared tours. While weather and sea conditions always influence the final route, many charters can include a combination of beaches, bays, snorkelling stops, swimming locations, and lunch ashore.
Tell us what matters most to your group and we’ll recommend a charter and itinerary that work well for your day.
Tell us what you have in mind
Tell us your preferred date, group size and the type of Anguilla experience you’re looking for, and we’ll recommend the best available charter for your plans.
Once availability is confirmed, we’ll explain exactly what is required to secure your booking.
