- Introduction
- Good To Know
- The Experience in Detail
- Starting Point: Port de Plaisance Yacht Club
- The Luxury Catamaran: Freedom
- Morning Sail and Welcome
- First Stop: Princess Port de Plaisance
- The Anguilla Adventure
- Food and Drinks
- Return Journey
- What Makes This Tour Stand Out
- The Private, All-Inclusive Nature
- Quality of Service and Food
- The Vessel and Amenities
- Value for Money
- Practical Considerations
- Timing and Booking
- Cost and Inclusions
- Accessibility and Suitability
- Weather and Cancellation
- Final Thoughts
- FAQ
Introduction
Taking a day out on a luxury private catamaran sail from St. Maarten to Anguilla sounds like the perfect way to indulge in a bit of escape. Based on glowing reviews and detailed descriptions, this trip offers a blend of comfort, exclusivity, and authentic Caribbean charm.
What really catches the eye are the beautiful onboard amenities, the personalized service, and the promise of a private, all-day experience that feels more like a cherished retreat than a typical tour. Plus, with a crew dedicated to making your day seamless, it’s clear this sail aims to be memorable for the right reasons.
One thing to keep in mind: the price point at around $700 per person isn’t cheap, but many reviewers feel it offers excellent value given the luxury and inclusions. This experience is best suited for those seeking a peaceful, upscale day on the water—with plenty of opportunities to relax, snorkel, and indulge in gourmet food.
Good To Know
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- Luxury and Comfort: A brand-new Lagoon 42 catamaran with high-end amenities and attentive crew for a smooth experience.
- All-Inclusive: Food, drinks, snorkeling gear, paddle boards, floating lily pad, and more are included.
- Personalized Service: A private crew that caters to your needs, making it feel like your own yacht for the day.
- Scenic and Relaxing: Stunning coastline views, crystal-clear waters, and award-winning beaches in Anguilla.
- Well-Reviewed: Consistently rated 5.0 with glowing feedback about the crew, food, and overall experience.
- Advance Booking Needed: Recommended booking about 80 days prior, reflecting its popularity and demand.
The Experience in Detail
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Starting Point: Port de Plaisance Yacht Club
Your journey begins bright and early at the Port de Plaisance Yacht Club in Cole Bay, St. Maarten. The meeting point is straightforward, close to public transportation, and offers easy access for travelers. The check-in process involves a friendly safety briefing and a quick tour of the boat, giving you a chance to get comfortable before departure.
Guests often mention how welcoming and efficient the staff is from the moment they arrive. One reviewer noted they’d be glad they’d booked all day, as the experience truly is a full-day affair—about 9 hours and 30 minutes in total.
The Luxury Catamaran: Freedom
The vessel, called Freedom, is a sleek, modern Lagoon 42 built in 2022, ensuring you cruise on a state-of-the-art, eco-conscious boat. Its sprawling teak deck provides ample space for lounging, sunbathing, or just soaking in the views.
The onboard atmosphere is described as both luxurious and relaxed, with attention to detail in everything from the soft towels and scented cool towels upon boarding to the plush lounge areas. Passengers rave about the comfortable seating areas and the feeling that they’ve stepped onto their own private yacht.
Morning Sail and Welcome
As soon as you board, you’re greeted with a refreshing scented towel and a decadent chocolate nibble—small touches that set the tone for a day of pampering. You can kick off your shoes, enjoy a sparkling mimosa, and settle into the vibe as your captain and crew take care of the rest.
First Stop: Princess Port de Plaisance
The trip starts with a quick 30-minute cruise from St. Maarten’s Port de Plaisance, giving everyone time to settle in and enjoy the views of the island’s coastline. During this time, the crew conducts safety briefings and offers an overview of the day’s plans.
The Anguilla Adventure
The heart of the tour is the eight-hour visit to Anguilla, renowned for its pristine beaches and crystal-clear waters. As you sail along the coastline, expect to see spectacular scenery, with some reviewers noting how gorgeous and peaceful the surroundings are.
Once in Anguilla, your group can take a dip in the inviting waters or explore the award-winning beaches, which are often described as perfect for lounging or snapping photos. The trip includes time for snorkeling—guests can use the provided equipment to discover vibrant marine life.
Food and Drinks
This is a highlight for many—gourmet, all-day dining that feels indulgent yet fresh and satisfying. Breakfast features fruit, artisanal cheeses, and French pastries, setting a high standard for the day.
Lunch is a barbecue with skewers and a variety of salads—reviewers mention the food as “out of the world,” with one saying the food alone made the trip worth every penny. Throughout the day, the premium bar remains open, serving craft cocktails, mocktails, beer, wine, prosecco, infused water, and soft drinks.
Snacks like homemade cookies and locally made ice cream keep everyone satisfied during the afternoon. Guests also enjoy using paddleboards and floating lily pads, adding fun and relaxing options to the trip.
Return Journey
The sail back is equally scenic, passing through the Simpson Bay Bridge before docking at Port de Plaisance. The crew ensures everyone is comfortable and relaxed, often sharing interesting tidbits about the coastline or the local marine life.
Guests frequently comment on how pampered and taken care of they feel—one review described the crew as treating guests like “long-time friends.”
What Makes This Tour Stand Out
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The Private, All-Inclusive Nature
Unlike many group tours, this experience is truly private—your group only—meaning there’s no rushing or crowded sections. The all-inclusive aspect means you don’t need to worry about extra costs; everything from drinks to snorkeling gear is covered.
Quality of Service and Food
Reviewers consistently praise the friendly, attentive crew—Captain Andre and Diane, in particular, receive special mention for their warmth and professionalism. The food, especially the barbecue and homemade cookies, gets high marks, making this more than just a scenic cruise but also a culinary treat.
The Vessel and Amenities
The Lagoon 42 is described as brand new and luxurious, with space for lounging, socializing, or sunbathing. Equipment like paddleboards and snorkeling gear enhances the day, allowing guests to actively enjoy the waters.
Value for Money
While the price is certainly premium, many feel the value is justified by the exclusivity, food quality, and personalized service. Given the reviews’ consistency, this trip appears to be a good investment for those who prioritize comfort and quality.
Practical Considerations
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Timing and Booking
The tour departs at 8:00 am and is recommended to be booked around 80 days in advance, reflecting its popularity. Be prepared for a full day out—about 9.5 hours—so plan your day accordingly.
Cost and Inclusions
At $698.75 per person, the price covers everything—meals, beverages, snorkeling equipment, paddleboards, and use of the floating lily pad. Gratuities are not included but are customary if you feel the crew went above and beyond.
Accessibility and Suitability
The tour is suitable for most travelers, with a minimum age for alcohol being 18. Service animals are allowed, and the trip is designed to be comfortable for most. However, those with mobility issues should check with the provider, as boat boarding may involve some steps.
Weather and Cancellation
The experience is weather-dependent. In case of poor weather, the trip may be canceled, with options for a different date or a full refund. Cancellations can be made up to 24 hours in advance without penalty.
Final Thoughts
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This private catamaran day sail from St. Maarten to Anguilla offers a blend of luxury, scenic beauty, and personalized service that many travelers crave. The newly built Lagoon 42 ensures comfort, while the crew’s attentive attitude makes the experience feel exclusive and relaxed.
The inclusion of gourmet food, premium drinks, and fun water activities makes this a well-rounded day for anyone wanting to soak in the Caribbean’s best without the crowds. While the price might seem steep, the consistent praise from past guests suggests it’s a worthwhile splurge for a special occasion or a memorable escape.
This tour is ideal for couples celebrating a special moment, groups of friends, or anyone who simply loves a day on the water with top-notch service and stunning scenery. If you’re looking for a taste of luxury on the Caribbean Sea, this private sail is hard to beat.
Luxury Catamaran Private Day Sail from St. Maarten to Anguilla
FAQ
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Is this a private tour? Yes, it’s a private experience only for your group, ensuring personalized attention and a relaxed atmosphere.
What is included in the price? The all-inclusive package covers meals, snacks, alcoholic beverages, snorkeling gear, paddle boards, floating lily pads, towels, reef-safe sunscreen, and all taxes/fees.
How long is the tour? The total duration is approximately 9 hours and 30 minutes, starting at 8:00 am and returning to the dock in the early evening.
Do I need to bring anything? Besides your essentials, you might want to bring sun protection, a swimsuit for swimming or snorkeling, and perhaps a camera. All equipment for water activities is provided.
Is the boat accessible for everyone? While most travelers can participate, those with mobility issues should verify with the provider, as boarding involves some steps.
Can I cancel if the weather is bad? Yes, cancellations are free if made at least 24 hours in advance. The tour may also be canceled due to bad weather, with rescheduling or a full refund offered.
Are gratuities included? No, gratuities are not included but are appreciated if you feel the crew exceeded expectations.
What is the minimum age for alcohol? Guests must be 18 years or older to consume alcohol onboard.
How far in advance should I book? It’s recommended to book about 80 days ahead to secure your spot, especially in peak seasons.
To sum it up, this private sailing adventure offers an upscale, beautifully curated way to experience Anguilla from St. Maarten. Whether you’re celebrating something special or simply craving a luxurious day on the water, it’s an experience that’s been highly praised for its comfort, quality, and genuine Caribbean charm.

