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



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
- Boat size and type
- Number of guests
- Route and destination
- Fuel consumption
- Included drinks and snacks
- Equipment (snorkeling gear, paddleboards, etc.)
- Season and availability
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
Why are Anguilla charters more expensive than St Maarten charters?
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.
What is a realistic budget for a private Anguilla day trip?
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.
Are customs fees included?
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.
Is Anguilla worth the extra cost?
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.
What usually makes the biggest difference to comfort?
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.
Do I need a passport?
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.
Can Anguilla trips be affected by weather?
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.
How far in advance should I book?
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.
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.
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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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EXPLR.SX is based in St Martin / St Maarten and works with a small network of trusted local operators. We match each enquiry with the most suitable private charter option based on your group, route, comfort level, and availability.
