Private Yacht with Skipper - Practical Insights for Your Trip

Which Antigua Sailing Experiences To Choose? Our Best 2 Picks

Antigua is a haven for sailing lovers—its calm, clear waters, steady breezes, and stunning coastline make it one of the Caribbean’s top spots for a day on the water. Whether you’re after the romance of a sunset cruise or a private boat for your friends or family, Antigua offers options that promise memorable moments. We’re especially fond of the Antigua Sunset Catamaran Cruise from St. John’s for its relaxed vibe and insider access, and the Private Yacht with Skipper for those seeking a tailored, luxurious experience. Both tours let you see Antigua from a different perspective—out on the sea, away from the busy beaches and bustling streets.

One thing that stands out about Antigua’s sailing scene is how accessible and varied it is. Whether you want a short, scenic trip like the sunset cruise or a full-day private charter exploring secluded coves, you’ll find something that fits your preferences. For a good overview, below we’ve outlined the top sailing experiences, including what makes each stand out.

1. Antigua Sunset Catamaran Cruise From St. John’s

Antigua Sunset Catamaran Cruise From St. John's

This sunset cruise is a popular choice for travelers wanting to escape the crowds and enjoy Antigua’s coastline from a peaceful boat. The tour lasts about 2 hours and 30 minutes, giving you plenty of time to unwind while watching the sun sink over the Caribbean Sea. The trip departs from Dickenson Bay, and the hotel pickup makes it hassle-free to join—no need to hunt down a meeting point after a busy day exploring.

What makes this cruise special is its focus on the golden hour—the moment just before sunset when the sky turns a fiery orange. You’ll sip on cocktails and nibble on canapés while the crew takes you to some of Antigua’s lesser-known spots that are perfect for photos and quiet reflection. The crew, praised for their friendliness and music choices, creates a laid-back vibe that’s perfect for couples or anyone looking to relax. Guests consistently mention the great views, friendly crew, and relaxing atmosphere as highlights, with some calling it their favorite Caribbean sunset experience.

Bottom line: If you want a romantic, relaxed evening with stunning scenery from the water, this cruise hits the mark. It offers good value for a memorable 2.5 hours in Antigua’s waters.

2. Private Yacht with Skipper

Private Yacht with Skipper

For those who prefer a fully personalized sailing adventure, the Private Yacht with Skipper offers a flexible, luxurious option. This tour lasts around 7 hours, making it ideal for exploring Antigua’s best beaches, coves, and even spotting some celebrity mansions along the coast. It’s perfect for families, groups of friends, or couples wanting an exclusive experience.

The setup includes a private captain who caters the trip to your interests—whether that’s anchoring at Jumby Bay, enjoying a gourmet lunch at the Reef Restaurant, or swimming in crystal-clear water at secluded beaches. The capacity for up to 10 passengers means you can bring your own crew or family along for a day of privacy and comfort. The itinerary is customizable, so you can focus on snorkeling, sightseeing, or simply relaxing with drinks and snacks on deck.

While there’s no review data yet, the price point of $2,000 for a full day might seem steep, but it reflects the exclusivity and flexibility of the experience. If you’re craving a private escape tailored to your preferences, this yacht charter offers a level of personal service you can’t get on a group tour.

Bottom line: This is a top pick if you want a private, high-end day on the water. It’s best suited for groups celebrating special occasions or travelers who value privacy and customization.

$2,000.00 per group (up to 10)

3. How to Choose the Right Sailing Experience in Antigua

When deciding between these options, consider your budget, how much time you want on the water, and whether you prefer a shared or private experience. The Sunset Catamaran Cruise offers a shorter, more affordable way to enjoy Antigua’s coastline with a romantic twist, perfect if you’re limited on time or traveling solo. It’s also ideal for those wanting a lively, social atmosphere with great music and scenery.

On the other hand, the Private Yacht is better if you’re looking for full control over your day, want to celebrate a special occasion, or simply prefer a quieter, more intimate setting. Keep in mind the price difference, and plan accordingly—this tour is a splurge, but it delivers personalized service and privacy.

Booking early is advisable, especially for the private yacht, as demand can be high during peak seasons. If you’re flexible, visiting between December and April usually offers the best weather and sailing conditions.

Final Thoughts

Antigua’s sailing options run from quick, scenic experiences to full-day private charters. For a relaxed, social evening with stunning views, the Antigua Sunset Catamaran Cruise from St. John’s is hard to beat. But if you want to create your own adventure—whether swimming in secluded bays or enjoying a gourmet lunch—it’s worth considering the Private Yacht with Skipper.

Both tours offer memorable ways to explore Antigua from the water, each appealing to different types of travelers. Planning ahead and choosing the right experience based on your interests and budget will help you make the most of your time on this beautiful island. So, whether you prefer catching the sunset with a cocktail or sailing in style with friends and family, Antigua’s waters are waiting for you. Book early, and enjoy the ride.