Anguilla private boat day trip price guide

A private boat trip to Anguilla is one of the most memorable experiences you can have from St Maarten — but pricing can vary depending on the boat and setup. This guide explains what you can realistically expect to pay, what’s included, and how to choose the right option for your group.

We’re happy to help — you can also reach us by email or WhatsApp.

• Private charters only • Trusted local captains • Reserve with a small deposit • Balance paid on the day

Private boat arriving at Sandy Island Anguilla with white sand beach and turquoise water
Guest diving from a private motorboat into clear turquoise water near rocky cliffs in St Martin
Private motorboat charter anchored in turquoise waters off Anguilla with guests swimming nearby

How much does a private boat trip to Anguilla cost?

Most private boat day trips to Anguilla fall within these ranges:

  • Standard full-day charter: $1,400 – $2,200
  • Higher-end boats: $2,200 – $4,500+

While some shorter half-day Anguilla trips may occasionally be available, most visitors choose a full-day experience to make the most of the destination.

In addition, there are customs fees:

  • Around $30–$35 per person

The total depends on:

  • boat size and comfort
  • number of guests
  • fuel and distance
  • what’s included on board

Anguilla trips are typically more expensive than St Maarten charters due to the distance and overall experience.

What actually changes as prices increase?

More comfort during the crossing

Higher-priced boats often provide additional seating, shade, smoother cruising, and more space throughout the day.

More time ashore

Premium full-day charters often make it easier to enjoy Anguilla at a more relaxed pace without watching the clock.

Better suited to groups

Larger boats can provide additional comfort for families, mixed-age groups, and guests wanting extra space.

A more premium overall experience

Higher-end charters may include upgraded finishes, premium drinks, better lounging areas, and a more refined onboard atmosphere.

What most guests actually choose

Most visitors booking a private trip to Anguilla choose a full-day charter somewhere in the middle of the available price range.

For many groups, this provides the best balance of comfort, beach time, swimming stops, flexibility, and overall value without moving into the highest luxury price category.

Guests celebrating special occasions or travelling in larger groups are more likely to prioritise additional space and comfort.

Why Anguilla costs more than a typical St Maarten charter

A private trip to Anguilla is usually more expensive than a charter staying around St Martin & St Maarten.

The difference is not simply the crossing itself. You’re also paying for access to a neighbouring island, additional cruising time, and a full-day destination experience.

Anguilla trips involve a longer route, higher fuel consumption, customs procedures, and a destination that many guests spend several hours enjoying ashore.

For many visitors, the combination of clear water, beaches, and a full day exploring a neighbouring island is what makes Anguilla one of the most popular charter destinations in the Caribbean.

If you’re unsure what to spend, a simple way to think about it is:

Around $1,400–$2,200

A balanced full-day Anguilla experience with time for beaches, swimming, and exploring the island at a relaxed pace.

Around $2,200–$4,500+

Additional comfort, space, premium finishes, and a more refined overall experience.

For many groups, the lower range already delivers an exceptional Anguilla day.

If you’re deciding between destinations rather than budgets, Anguilla vs St Barts by private boat can help clarify the differences.

Is a more expensive charter worth it?

Sometimes yes — but not always.

For some visitors, a simpler private boat with a relaxed itinerary is more than enough to create an unforgettable day on the water.

For others, additional space, smoother cruising, premium seating, larger shaded areas, and upgraded onboard comfort can significantly improve the overall experience, especially on longer routes or full-day charters.

The right choice usually depends more on your group, expectations, and the type of day you want than simply choosing the highest-priced option available.

What affects the price of a private charter

What private Anguilla charters often include

Depending on the boat and itinerary, many Anguilla charters may include:

  • Licensed captain
  • Fuel
  • Open bar or basic drinks
  • Snorkelling equipment
  • Swim stops
  • Beach time
  • Floating equipment

Customs fees are often separate and should always be confirmed before booking.

Premium charters may also include upgraded drinks, catering, paddleboards, and additional onboard comfort features.

How booking and payment works

  • Check availability for your dates
  • Reserve with a small deposit
  • Receive confirmation and trip details
  • Bring valid passports for the crossing
  • Pay the remaining balance on the day

This keeps the process simple while ensuring your date is secured.

Frequently asked questions

Private boat trips to Anguilla usually involve a longer route, higher fuel consumption, customs procedures, and more time on the water than many charters staying around St Martin & St Maarten.

The destination itself is also a major part of the experience. Many guests spend time enjoying Anguilla's beaches, swimming spots, restaurants, and relaxed atmosphere before returning later in the day.

For many visitors, the combination of the boat experience and the destination is what makes Anguilla one of the most popular charter trips in the region.

For most groups, a realistic budget is usually between $1,400 and $2,200 for a full-day private charter.

More premium boats, larger groups, higher comfort levels, and upgraded onboard experiences can increase the overall cost.

Customs fees are usually additional and should be confirmed before booking.

If you're unsure, it's often easiest to tell us your group size and preferred date so we can recommend suitable options.

Not always.

Most Anguilla trips require customs and immigration fees, which are often charged separately from the charter price.

The exact amount can vary depending on regulations and passenger requirements at the time of travel.

We always explain what is included and what is payable separately before you book.

For many visitors, yes.

Anguilla is known for its clear water, beautiful beaches, relaxed atmosphere, and easy pace. Many guests consider it one of the highlights of their entire Caribbean trip.

While it generally costs more than a charter staying around St Martin & St Maarten, many travellers feel the combination of the crossing, the beaches, and the time ashore makes the additional cost worthwhile.

Ultimately, it depends on what type of experience you're looking for and how important the destination itself is to your day on the water.

The biggest comfort differences usually come from boat size, seating, shade, ride quality, onboard space, and how the boat handles the crossing.

For Anguilla trips, comfort can be particularly important because guests spend more time on the water than they would on many coastal St Maarten charters.

Families, mixed-age groups, and guests prioritising a relaxed experience often appreciate the additional space and comfort provided by larger boats.

Yes.

Anguilla is a separate British Overseas Territory and visitors are normally required to carry a valid passport for the crossing.

Passport requirements can vary depending on nationality and immigration regulations.

If you are unsure, let us know your nationality before booking and we can explain the current requirements.

Yes.

Sea conditions play an important role in any boat trip to Anguilla.

If conditions are not suitable, captains may recommend adjusting the route, changing the departure time, selecting a different boat, or postponing the trip if necessary.

Safety always comes first, and any available options will be explained clearly before departure.

During busy travel periods, it is best to book as early as possible, especially for larger groups, premium boats, and popular holiday weeks.

Outside peak periods, availability can sometimes be more flexible.

If you already know your preferred date, checking availability early usually provides the widest range of options and the best chance of securing your preferred boat.

Not sure which option fits your plans?

We can help you quickly narrow it down based on your dates, group size, and what kind of experience you’re looking for.

In most cases, it only takes a quick message to find the right fit.

We’re happy to help — you can also reach us by email or WhatsApp.

Local guidance • Carefully selected options • Fast response

Related Anguilla experiences

Anguilla half-day private charters

→ A shorter and more focused visit to Anguilla.

Anguilla full-day private charters

→ The most complete way to experience Anguilla by private boat.

Ferry vs private boat to Anguilla

→ Compare travel time, flexibility, and overall experience.

Private island transfers

→ Direct travel between St Maarten, Anguilla, and neighbouring islands.

Anguilla vs St Barts by private boat

→ Compare two of the Caribbean's most popular island day trips.

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.

“EXPLR.SX suggested the perfect excursion for our family with two young children and matched us with an amazing crew who understood exactly what it’s like to travel with little ones. Every question was answered, everything was thoughtfully organised, and we went into the trip with complete confidence and peace of mind. We truly felt looked after from start to finish.”
Chelsey Burr
USA
• Private Boat Charter
March 2026
“EXPLR.SX is a must if you’re arranging any kind of excursion in Saint Maarten. Everything was professional, ethical and flexible. We had some bad weather, but another time was arranged for us without question. Both of our trips were well organised, affordable and amazing. We’d definitely recommend EXPLR.SX.”
Helene Corcoran
Canada
• Private Boat Charter
April 2026
“From booking, to planning, to the day of, everything was so easy and smooth! Captain Albin was phenomenal and took us to some of the best snorkeling spots in Anguilla. Even though the weather could’ve been better, we made the most of the day and had the best time.”
Kristen Kelly
USA
• Private Boat Charter
April 2026
“Our day was amazing! Captain Fly, Monika and Jan were incredible, and Monika’s food was beyond fabulous. We had the best meal we’d had on the island, the booking process was seamless, and it was the best day on the water!”
Stef Sheff
USA
• Private Boat Charter
April 2026
“We booked the Anguilla full day through EXPLR.SX and honestly it was the highlight of our two weeks in SXM. Everything was super smooth and completely stress-free, and we felt looked after from start to finish. The website was easy to use, any questions were answered straight away on WhatsApp, and we’d definitely recommend EXPLR.SX if you’re visiting the island.”
Marcus Delgado
USA
• Private Boat Charter
September 2025
“Very professional, reliable and ensured the day was so much fun. We’d definitely recommend EXPLR.SX to anyone interested in a day on the water in St Maarten!”
Sara Stansbury
USA
• Private Boat Charter
January 2026

Related guides

Most guests have similar questions before booking.

You may also find these guides useful:

→ Compare flexibility, travel time, and overall experience.

→ Understand when paying more genuinely improves the experience.

→ Compare two of the Caribbean’s most popular island day trips.

→ Common mistakes and how to avoid booking the wrong experience.

→ Comfort, seating, and group-size considerations explained.

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