Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

A Luxurious Day on the Water: Private Catamaran Sail from St. Maarten to Anguilla

Imagine gliding across crystal-clear waters aboard a sleek, spacious Lagoon 42 catamaran, with the sun warming your skin and a chilled drink in hand. For about 9.5 hours, this all-inclusive trip offers a blend of comfort, adventure, and authentic Caribbean charm. Starting from Port de Plaisance Yacht Club in Cole Bay, you’ll spend your day exploring the tranquil island of Anguilla, renowned for its pristine beaches and laid-back vibe — all while being pampered aboard a brand-new 2022 vessel called Freedom.

Two things make this experience particularly appealing: First, the personalized service from your dedicated captain and crew, who cater to your every whim — from delicious food to water activities. Second, the luxury amenities onboard, such as paddleboards, snorkeling gear, and gourmet food, create a boutique experience far from the crowds.

One thing to consider is that this tour is quite popular, often booked 80 days in advance, so planning ahead is wise. Also, while the price of nearly $700 per person might seem steep, the inclusions of food, drinks, and various water toys make it a solid value for those seeking a high-end, stress-free day at sea.

This trip is perfect for travelers who want to combine luxury, comfort, and authentic Caribbean scenery — especially if you appreciate good service, beautiful waters, and a day dedicated purely to relaxation and exploration.

Key Points

• Luxury Experience: Private, all-inclusive sailing aboard a modern Lagoon 42 catamaran
• Inclusive Amenities: Gourmet food, premium drinks, snorkeling gear, paddleboards, and floating lily pads
• Scenic Route: Stunning cruise along St. Maarten and Anguilla’s coastlines, with stops at award-winning beaches
• Personal Service: Dedicated captain and crew focusing on your group’s needs
• Time & Planning: Nearly a full day (9.5 hours), booked well in advance due to high demand
• Suitability: Ideal for those celebrating special occasions, honeymooners, or anyone craving a luxurious day on the Caribbean waters

A Detailed Look at the Experience

Starting Point and First Impressions

The adventure begins at Renegades’ private dock in Cole Bay, where you’ll check in around 8:00 am. From the moment you arrive, the crew sets a welcoming tone. You’ll notice the sprawling teak deck of the Freedom, a sleek Lagoon 42 model designed for comfort and style. After a brief tour and safety instructions, you’ll be greeted with a cool scented towel and a decadent handmade chocolate — small touches that hint at the quality of the day ahead.

This is no hurried boarding; it’s a relaxed prelude to a carefully curated experience. As the boat gently pulls away from the dock, your captain (likely Andre or Diane, based on reviews) will set the course towards Anguilla, passing through the SIMPSON BAY BRIDGE with onlookers waving from the shore, adding a touch of local charm to your journey.

The Voyage to Anguilla

Sailing over roughly 8 hours, the route is crafted to maximize comfort and enjoyment. You’ll love the leisurely pace, allowing plenty of time to soak in the scenery — from the bustling marinas of St. Maarten to Anguilla’s serene coastlines. During this phase, the crew offers mimosas and a sunshine breakfast, setting a cheerful, relaxed tone. Imagine enjoying fresh fruit, artisanal cheeses, and French pastries as the boat glides along the water.

We appreciated the thoughtfulness of the amenities — from reef-safe sunscreen to soft towels — ensuring everyone feels pampered. The boat’s floating lily pad and two paddleboards invite you or your companions to stretch out and explore the calm waters at your leisure.

Exploring Anguilla’s Beaches and Waters

Once in Anguilla, the real magic begins. Known for award-winning beaches with soft, white sand and clear waters, this island offers picture-perfect spots for swimming, snorkeling, or just lounging. Some travelers mentioned the crystal-clear water being perfect for a dip, and you might find the crew eager to assist with snorkeling gear, so you can explore the underwater world close to the shore.

The all-inclusive lunch features barbecued skewers with a variety of fresh salads, ending with homemade cookies and locally made ice cream. It’s a delightful way to fuel your afternoon adventure, whether that’s more water fun or simply relaxing on the boat.

Return Journey and Final Moments

As the day winds down, you’ll cruise back through the SIMPSON BAY BRIDGE, waving to onlookers one last time. The return trip offers a perfect chance to unwind, sip on craft cocktails (or mocktails for non-drinkers), and reflect on a day well spent.

The 30-minute return to port feels just right, leaving guests feeling satisfied but not overstimulated. Many reviews highlight how Andre and Diane make everyone feel like close friends, adding to the overall warmth of the experience.

What Makes This Tour Stand Out?

This private sailing trip is an indulgence, but one that offers genuine value for what you pay. The all-inclusive nature—covering food, drinks, water toys, and even reef-safe sunscreen—means you won’t need to worry about extra costs or planning. Instead, you can focus solely on enjoying your day.

The personalized service from the crew is often praised — they treat you like a guest, not just a customer. For example, the review from Melvin G mentions being “pampered and treated like long-time friends,” which speaks volumes about the crew’s dedication.

Plus, the luxury vessel itself is designed for comfort, with plenty of lounging space, shade options, and smooth sailing. The modern amenities and thoughtful touches elevate this from a simple boat trip to a memorable celebration of Caribbean waters.

Who Is This Tour Best For?

If you’re someone who appreciates luxury and personalized service, this trip will hit the mark. It’s especially suited to couples, honeymooners, or groups celebrating special occasions who want a hassle-free, indulgent day on the water. The trip’s reviews suggest it’s particularly popular among travelers who love stunning scenery paired with good food and drinks.

Those with a sense of adventure will enjoy the options for water activities like paddleboarding and snorkeling, while others who just want to relax and take in the views will find plenty to love. Keep in mind, the cost is significant, but the inclusions and level of comfort make it a worthwhile splurge for those seeking a high-end experience.

Practical Information & Tips

• Book early, as this tour is very popular — often booked 80 days in advance.
• The start time is 8:00 am, so plan for an early morning start.
• Snorkeling equipment is included, but bringing your own mask or fins might enhance your experience.
• The tour is private, so it’s exclusive to your group.
• Gratuities are not included but are customary if you’re pleased with the service.
• Hotel transfers are not included, so plan accordingly for transportation to and from the meeting point.
• The tour operates in good weather, and cancellations due to poor sea conditions are possible, with flexible rescheduling or refunds.

FAQs

What is the duration of the trip?
The total duration is roughly 9 hours and 30 minutes, including boarding, sailing, exploring Anguilla, and returning.

How many people can fit on the boat?
While specific boat capacity isn’t stated, the experience is exclusive to your group, ensuring ample space and comfort.

Are food and drinks included?
Yes, the tour features all meals, alcoholic and non-alcoholic beverages, and snacks throughout the day.

What water activities are available?
You can use paddleboards and snorkeling equipment included in the package, perfect for exploring the waters at your own pace.

Is there any age restriction?
The minimum age for alcohol is 18, but most travelers of all ages can participate. Children are welcome, but check with the provider if needed.

Where does the tour start and end?
It begins at Renegades Private Catamaran Charter in Cole Bay and returns to the same point.

Is gratuity included?
No, gratuities are not included and are at your discretion based on your satisfaction.

Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund.

What should I bring?
Bring your swimwear, sunscreen, sunglasses, a hat, and perhaps a camera to capture the stunning scenery.

Final Thoughts

This private luxury catamaran day sail from St. Maarten to Anguilla combines exquisite scenery, personalized service, and luxury amenities in one seamless package. It’s clear why this experience consistently earns top reviews and high praise from travelers. The well-thought-out inclusions, attentive crew, and stunning destinations make it a standout choice for those seeking a memorable Caribbean escape.

Whether celebrating a special occasion or simply indulging in a day of relaxation and exploration, this tour offers excellent value for the level of comfort and service provided. It’s an experience that promises not just sights but a feeling of being truly cared for amid the beauty of the Caribbean waters.

Additional Information

• Price: $698.75 per person, reflecting the premium service, food, drinks, and water toys.
• Booking: Highly recommended to reserve well in advance, especially in peak seasons.
• Provider: Renegades, known for personalized private charters and high customer satisfaction.

This tour is perfect if you want a luxury, all-inclusive day with a small, private group, excellent service, and some of the best scenery the Caribbean has to offer. It’s a chance to unwind, enjoy great food and drinks, and take in the spectacular views of Anguilla’s beaches from the comfort of a modern, well-equipped yacht.