Day Sail to Anguilla

Sandy White Beaches. Crystal Waters.
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White Sand Beaches. Crystal Waters.

Just 7 miles to the north of St Maarten lies the long, flat island of Anguilla – the northernmost member of the Leeward Islands in the  Caribbean. Famous for its sandy white beaches, and calm inland waters, Anguilla is a haven for those who wish to ‘get away from it all’ and just chill, Island Style.

This tour is available for both Shared and Private Charter.

Please Note: Passports are Required on this Tour

(This is an International Trip that requires customs and immigration clearance between St Maarten and Anguilla)

The Fun Stuff

What to Expect

Boarding begins at 8:15 a.m. at our pickup location, behind “Nowhere Special” Restaurant in Simpson Bay .  Our crew will transport your party on a quick dinghy ride out to our yacht, anchored in Simpson Bay.

On arrival at Enigma, you will be greeted by our friendly crew who will give you a brief introductory tour of your boat for the day, while you indulge in a light breakfast of bottomless coffee, French pastries, and other tasty tidbits.

After we complete boarding and a quick safety briefing, we weigh anchor and set sail along the picturesque southern coast of St Maarten on our way to Anguilla. We sail past Maho Beach, Mullet Bay, and Long Bay. The views are breathtaking, so bring your camera!

Crossing the short Anguilla Channel, we make our way to either Rendezvous Bay or Meads Bay in Anguilla (depending on prevailing weather conditions). During our brief sail time, relax on the trampolines, have a drink from our open bar, with bottomless drinks available all day, or just take in the ambiance from the Flybridge to enjoy the beautiful Caribbean views. You are on Vacation, so relax and enjoy!

Anguilla features amazing beaches with pristine white sands and calm seas.  While we are anchored during our journey, you can swim, float with a noodle in the water, make use of the various water toys onboard, or just relax aboard and soak in the scenery.

Lunch will be served onboard, buffet style at around 1 p.m. Our onboard chefs use only the freshest ingredients available. A typical lunch aboard Engima includes BBQ ribs, blackened Mahi-Mahi, seafood paella, roast vegetables, and a variety of salads. Our Asian Chicken salad and our special potato salad are always in high demand.

After lunch, there will be another opportunity to explore the beach, hit the water, or just chillax to the max.

When the time comes, we’ll pick up anchor and sail back across the channel to St Maarten. If we have some spare time, we may even drop into Long Bay on the French Side of St Maarten for a quick stop at this beautiful, protected bay where the waters are calm and crystal clear.

We will have you back on the dock at Nowhere Special again in St Maarten by around 4:30 p.m.

The Fine Print

Know Before You Go

Passports Are Required

Anguilla is a sovereign nation, independent of St Maarten.  We have no choice in the matter. When traveling to Anguilla from St Maarten, we must clear customs and immigration on the way out of St Maarten, and upon entering Anguilla (and vice versa). The authorities do make it as easy as possible but we must still abide by the formalities.

We kindly request that you send us a copy of your passport at least 24 hours in advance of your departure, so that we may complete the required paperwork. Just a photo or scan will suffice. We will take care of the administrative work to do the appropriate clearance.

Unfortunately, there is a cost charged by the local authorities. As of Dec 1st, 2020, it is $USD30 per passenger. This fee is paid directly to the relevant authorities in St Maarten and Anguilla.  We absolutely do not ‘mark up’ the cost of immigration fees.

Dietary Requirements

Please let us know at least 24 hours in advance if you have any special dietary requirements. We will do our best to accommodate special requests with prior notice.


If you or any of your party have significant mobility issues or medical conditions, please contact us before booking. We are always willing to accommodate all guests and we will do what we can to assist. However, due to the nature of boating and the unpredictability of the seas, not all things are possible. We do regret that our boat is NOT rated as ‘Wheelchair Accessible’.

Please call ahead, if any of the above applies. We will do what we can to assist, if we can. 

Your Tour Includes…

Luxury Catamaran Sail

Engima is a 62 foot, Sailing  Catamaran. She features wide open deck spaces, luxurious internal appointments, and plenty of shade when it comes time to escape the sun. You’ll also experience a smooth ride, typical of a catamaran of this size.

Light Breakfast on Arrival

Hot Coffee and Tea, Fruit Juices and delicious Fresh French Pastries 

Fabulous Gourmet Lunch

A selection of Barbecue Meats, Fresh and Grilled Vegetables, Salads and Desserts. You definitely won’t go hungry!

Full, Open Bar

Top-shelf Cocktails. Local and International Beers, all served to order by your experienced crew.

Snorkeling Gear, Paddleboards and Water Toys.

Feeling energetic? We have plenty of distractions to keep you busy at each anchorage.

Tour Options & Upgrades…

Private Charter

Treat your family and friends, or corporate group to an exclusive private yacht charter. Premium service and discretion assured, our crew will treat your party like royalty. 

Our Private Charters feature an enhanced level of food and beverage service. Our yacht is yours to command on your very own private tour of Anguilla.  

Please feel free to call ahead and discuss your specific requirements.

Current Prices…

Please Note: 

The published prices shown here may differ from those on our Booking System. We do our very best to keep things in sync but sometimes, things just go awry.

These prices are our rates when you book directly through Celine Charters. If you book through a 3rd party, we cannot guarantee the same rates.