Best Value
- 7 h
- 8 max
Total
from
$ 1125
• Weather-dependent availability
Best
Value
- 7 h
- 8 max
Total
from
$ 1125
• Weather-dependent availability
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- FULL DAY — Anguilla Cross-Island Day Trip
FULL DAY — Anguilla Cross-Island Day Trip
- Private Boat Charter
- Cole Bay
- 7 h
- 8 max
Overview
Cross the channel to Anguilla for a full day of powder-white sand and crystal-clear water on a private boat charter. With seamless clearance handled by your captain, the day combines relaxed swimming, beach time, and island-hopping adventure.
from
$ 1200
Custom fees of $ 30 per person are not included.
Secure with just $ 240 deposit
• Weather-dependent availability
Not sure this is the right option?
• Balance payable on the day
High season note
This is a cross-border private charter operated by an individual boat.
Once assigned, that boat can only complete one Anguilla trip per day due to distance, sea conditions, and border procedures.
Anguilla charters are especially popular in high season and often book several days in advance due to limited daily capacity per boat.
We coordinate directly with the captain to confirm availability and border requirements after your request.
Your booking is confirmed before any balance payment is required.
from
$ 1200
Custom fees of $ 30 per person are not included.
Secure with just $ 240 deposit
Why you’ll love this experience
- You visit some of Anguilla’s most famous beaches in a single day.
- You enjoy a private, flexible itinerary shaped around your pace.
- You relax knowing all cross-border formalities are handled for you.
- You experience an easy and seamless adventure departing from Cole Bay.
- 7 hours
- 8 max
- Cole Bay
- 26.6 ft Center Console
- Private Boat Charter
- Private boat with licensed captain
- Fuel for the day
- Drinks and snacks
- Snorkel gear on board
- Assistance with Anguilla clearance
To secure your charter, you’ll pay a small deposit online through our secure checkout powered by Stripe or PayPal.
We accept all major credit cards — Visa, Mastercard, American Express, and Discover — as well as Apple Pay, Google Pay, and PayPal for fast and flexible deposit payments.
The remaining balance is due on the day of the charter and may be paid by card in USD or in cash in USD.
All bookings are covered by our clear and fair cancellation policy.
You may cancel up to 48 hours before the scheduled departure time and receive a full refund of your deposit.
Bookings cancelled less than 48 hours before departure are non-refundable. The deposit secures the reservation of the boat, captain, and time slot specifically for your group.
If an activity cannot operate due to unsafe weather conditions, as determined by the captain, we will assist with rescheduling or provide a full refund.
Full activity terms and guest information can be found here: explr.sx/activity-terms.
Full activity terms and guest information can be found here: explr.sx/activity-terms.
Set out on a private charter across the channel to Anguilla, where powder-white beaches and crystal-clear water define the island’s appeal. This experience is designed for guests who want to explore multiple highlights without the stress of logistics.
Your captain manages all clearance formalities, allowing you to focus on enjoying the journey and the scenery. Spend time at well-known spots such as Prickly Pear, Meads Bay, and Rendezvous Bay, each offering inviting conditions for swimming and relaxation.
With a balance of beach-hopping and laid-back cruising, this charter delivers a smooth and enjoyable way to experience Anguilla’s natural beauty in a single, well-paced day.
from
$ 1200
Custom fees of $ 30 per person are not included.
Secure with just $ 240 deposit
Not quite right? Consider these options
Closest Match
Shorter Option
Top
Pick
- 4 h
- 10 max
Total
from
$ 1000
• Weather-dependent availability
Top
Pick
- 4 h
- 10 max
Total
from
$ 1000
• Weather-dependent availability
Different Experience
- 7 h
- 8 max
Total
from
$ 1400
• High-demand — confirmation required
- 7 h
- 8 max
Total
from
$ 1400
• High-demand availability
Based on the island. Here to help.
Local expertise
Direct support
7 days a week
We know the island and help you choose what actually works while you’re here.
Contact us anytime via bookings@explr.sx or WhatsApp +1 721 526 1049.
We’re available 7 days a week.
Already on the island?
If you’re planning something for today or tomorrow, we can sometimes help with last-minute private boat charter options.
Trusted by Guests Visiting St Martin & Sint Maarten
From first message to the day of the experience, guests consistently highlight how smooth and well organised everything feels.
“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.”
- Chelsey
- March 2026
- USA
- Verified Guest
“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.”
- Marcus
- September 2026
- USA
- Verified Guest
“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.”
- Sara
- January 2026
- USA
- Verified Guest
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Compare Boat Options & Island Transfers
Compare the best boat options, transfers, and experiences in St Martin and Anguilla. These guides help you choose the right option based on your trip, group size, and preferences.
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