Private boat charter to Anguilla from Cole Bay
Cole Bay is one of the main marina areas in St Maarten, making it a flexible and reliable departure point for a private boat trip to Anguilla.
Located just minutes from Simpson Bay, it offers easy access for guests staying in the main resort and hotel areas, while benefiting from a wide range of boats based in the lagoon.
From here, you can reach Anguilla in around 25–35 minutes depending on sea conditions, with a flexible itinerary once you arrive.
Private charter overview
Private experience
Your boat is reserved just for your group, with a flexible itinerary
Marina-based departures
Wide choice of boats based in the lagoon area
Simple booking
Reserve your date with a small deposit, balance paid on the day
Why depart from Cole Bay for Anguilla
Cole Bay is one of the most practical departure points for a private boat charter, particularly due to the number of boats based in and around the lagoon.
Unlike some smaller departure areas like Nettle Bay, it offers more flexibility in terms of boat choice, timing, and availability.
It’s also just a few minutes from Simpson Bay, making it a convenient option for guests staying in nearby hotels, villas, or resorts.
While the route to Anguilla is slightly more exposed than from Marigot and Nettle Bay on the French side, experienced captains adjust the crossing based on conditions to keep the journey comfortable.
How the day trip to Anguilla typically works
Your day usually begins with a departure from a marina in Cole Bay or the Simpson Bay lagoon area. After a short briefing, you’ll head out toward Anguilla, with the crossing taking around 25 to 35 minutes depending on conditions.
Once in Anguilla, the day is fully flexible. Most charters include a mix of beach stops, swimming, and time for lunch at one of the island’s well-known beach restaurants.
Stops often include areas such as Meads Bay or Road Bay, depending on your preferences and sea conditions.
Who this departure suits best
- Guests staying in Simpson Bay, Maho, or nearby resort areas
- Groups looking for a wide choice of boats and flexible options
- Visitors who prefer a quieter, less busy departure point
- Groups who want convenience without needing to travel far
Private charters departing from Cole Bay
These are examples of private charters that can depart from Cole Bay. We’ll help match the right option based on your group and dates.
What to expect on the day
Your captain will adapt the day based on weather and sea conditions to ensure the most comfortable experience.
Expect a mix of cruising, swimming, and time on some of Anguilla’s best beaches, with a relaxed pace throughout the day.
Most groups choose to stop for lunch at a beach restaurant, although this is always flexible.
What to know before booking
- Anguilla customs fees are usually around $30-$35 per person
- Lunch is not included and is paid directly at the restaurant
- Routes and timings may vary depending on sea conditions
- We guide you toward the most suitable boat for your group
How booking works
Tell us your dates
Let us know your preferred date and group size
We confirm availability
We check available options and guide you clearly
Reserve with a deposit
Secure your booking online, balance paid on the day
Common questions
Most charters include the boat, captain, fuel for the planned itinerary, and drinks on board.
Yes, valid passports are required for all guests travelling to Anguilla.
Yes, the itinerary is flexible and discussed with your captain on the day.
If conditions are not suitable, we will advise you and offer alternative options or rescheduling where possible.
Choose the right experience
We’ll help you choose the best option based on your group, timing, and what you want from the day.
Half-day charters
Short, flexible trips with time to swim and explore
Full-day charters
A full day on the water with time to explore and relax
Tell us your dates and we’ll guide you
If you’re considering a private boat charter to Anguilla from Cole Bay, the best next step is to check availability for your dates.
We’ll guide you toward the most suitable option based on your group and preferences.
Local guidance • Carefully selected options • Fast response
Related guides
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. Clear, calm, helpful.
Based on the island. Here to help.
Local experts
Direct support
7 days a week
Based in St Martin / St Maarten, we can help you choose the right boat and itinerary, whether you’re planning an Anguilla day, a St Barts trip or exploring other private charter options.
