St. John Days End Sunset Sail Open Bar & Hors D’oeuvres – Westin

Planning an evening in St. John that combines stunning scenery, relaxing vibes, and a little bit of luxury? The St. John Days End Sunset Sail offers an evening to remember. Starting at the Westin resort, this approximately one-hour cruise takes you out into Pillsbury Sound aboard an elegant 55-foot catamaran. For $109 per person, you’ll enjoy champagne and a full open bar, along with delicious hors d’oeuvres, all while watching the sun dip into the Caribbean Sea.

What we love most about this experience is how it balances spectacular views with laid-back luxury. First, the beautiful boat itself — spacious, pristine, and designed for comfort — makes you feel pampered right from the start. Second, the friendly crew ensures every detail runs smoothly, creating a welcoming atmosphere for all guests.

One thing to consider is that some reviews mention the sailing portion might be shorter than expected, with some guest experiences feeling more like a floating harbor view rather than a full-on sail. If you’re looking for a lengthy sailing adventure, this might be a minor point to keep in mind. Otherwise, this trip suits those seeking a relaxed, scenic, and social way to end a day on the island, especially if you appreciate good drinks, tasty nibbles, and unforgettable sunset views.

Key Points

• Stunning Caribbean sunset views from aboard a spacious catamaran
• Unlimited drinks from a full open bar, including champagne
• Delicious hors d’oeuvres served during the cruise
• Convenient meeting point at the Westin resort with free parking
• Short duration of about an hour, perfect for a quick, scenic experience
• Ideal for all travelers seeking a relaxing, social evening on the water

A Detailed Look at the Sunset Sail Experience

Location & Accessibility

The cruise departs from the Westin St. John Resort Villas, located at 300B Chocolate Hole Rd, Cruz Bay. The convenience of this starting point can’t be overstated — it’s near public transportation and offers free parking, making it accessible whether you’re staying at the Westin or just visiting the island. The ease of meeting here means no long transfer times, giving you more options to relax and enjoy your evening.

What Makes It Special?

Imagine stepping onto a beautifully maintained catamaran with soft sails and plenty of space — not cramped or overcrowded. As the boat gently moves out into Pillsbury Sound, you’re surrounded by calm waters and panoramic views of Cruz Bay, with the lush island hills as your backdrop. The crew is praised for being friendly, knowledgeable, and attentive, making everyone feel comfortable from the moment they step aboard.

Many reviews highlight the spectacular sunset as the main event. Guests describe it as “absolutely breathtaking,” with some mentioning that the sunset was the highlight of their trip. The crew often plays music to enhance the mood, and with requestable songs, you might find yourself singing along as the sky turns fiery orange and pink.

Food & Beverage Offerings

The open bar is a significant draw. Guests frequently mention the ample selection of drinks, including champagne and other alcoholic beverages, with some reviewers noting the friendly staff who keep the drinks flowing and the glasses filled. The hors d’oeuvres include a selection of finger foods, with one reviewer praising the ceviche for its freshness and quality. While some felt the snacks were modest, most agree they were a perfect complement to the drinks and the sunset.

If you’re particular about dietary restrictions, the tour offers alternative food items with 72-hour notice, though this may involve an additional charge. Employees are approachable and willing to accommodate, making this a flexible experience for most.

What to Expect During the Cruise

Expect to board at the designated time, arrive early if you want to secure a good seat, and prepare for a relaxing hour or so on the water. The sailing is generally smooth, and the crew is attentive to safety and comfort. Guests have praised the no-shoes policy (soft soled shoes recommended), which helps keep the boat in top condition. If you prefer walking barefoot or wearing slip-ons, you’re good to go.

While the duration is approximately 1–1.5 hours, some reviews mention that the sailing time felt shorter than advertised, with the focus often on enjoying the view of the sunset rather than lengthy cruising. For many, this is part of the charm — a perfect quick escape from the bustling day.

Group Size & Atmosphere

The maximum number of guests is around 49, creating a friendly, social environment. Many reviewers commented on how welcoming and helpful the staff were, making it easy to meet new friends or simply enjoy the company of your loved ones. The music and casual vibe foster a relaxed atmosphere, ideal for couples, small groups, or even solo travelers looking to connect.

Cost & Value

At $109 per person, this tour strikes a good balance between affordability and a memorable experience. Consider that the full open bar and hors d’oeuvres are included, which adds to the perception of good value. Comparing it to other sunset activities on the island, most reviews agree this experience offers a lot for the price — especially with the beautiful setting and friendly service.

What Do People Say?

Reviewers consistently highlight the beautiful boat, friendly crew, and amazing sunset views. Several call it a “must-do” activity, and others mention how it was the perfect ending to their day in St. John.

A few constructive comments include that the sailing portion could be longer or more engaging, and some found the hors d’oeuvres modest. Nevertheless, the overall consensus is that the scenery and atmosphere more than compensate for these minor points.

Who Is This Tour Best For?

This cruise suits relaxation seekers and those who want to experience a Caribbean sunset in style without a long, complicated tour. It’s perfect for couples on a romantic getaway, groups celebrating special occasions, or friends looking for a fun, social evening. If you value good drinks, delicious snacks, and spectacular views, you’ll find plenty to love here.

However, if you’re craving an extended sailing experience or more historical commentary about the islands, you might feel the cruise is a bit on the short side. Also, those with specific dietary needs should call ahead for accommodations.

FAQs about the Sunset Sail

How long is the cruise?
The cruise lasts about 1 to 1.5 hours, focusing on watching the sunset and enjoying the surroundings.

Is parking available at the departure point?
Yes, free parking is available at the Westin, making it convenient to meet your boat without hassle.

What should I wear?
Comfortable, casual attire is perfect, and soft-soled shoes are recommended due to the boat’s no-shoes policy. Many guests go barefoot or wear slip-ons.

Are drinks included?
Absolutely. The full open bar includes champagne and other alcoholic beverages, with attentive staff ensuring everyone stays refreshed.

Can dietary restrictions be accommodated?
Yes, with 72 hours’ notice, alternative food options can be arranged, though additional charges may apply.

What if I want a better seat or view?
Arriving early will help you secure a top spot for sunset viewing. The boat’s layout provides good sightlines for most guests, but early arrival is always a bonus.

Is this experience suitable for children or non-drinkers?
While most reviews focus on adult enjoyment, the cruise’s relaxed, scenic nature makes it suitable for families or those who prefer non-alcoholic options — just ask your crew in advance.

The St. John Days End Sunset Sail offers a graceful blend of beautiful scenery, relaxing atmosphere, and affordable luxury. For around $109, you get to unwind on a beautiful boat, sip champagne, and watch the sun set over the Caribbean, all in the company of friendly, accommodating staff. The included drinks and hors d’oeuvres make it a great value, especially for those seeking an elegant way to end their day.

While it’s not a lengthy sailing tour, its short duration emphasizes the spectacle of the sunset and the enjoyment of good company. It’s especially suited for travelers who want a romantic or social experience with a touch of island elegance. If you’re after unbeatable views paired with friendly service and a laid-back vibe, this cruise should be at the top of your list in St. John.

Enjoying a sunset from a sailboat in the Virgin Islands isn’t just about the visuals — it’s about the feeling of gentle breezes, the sound of waves, and the camaraderie of fellow travelers. This trip captures that spirit beautifully, making it a memorable highlight of your trip to St. John.