St. John Sunset Sail & Champagne from the Westin

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Free cancellationTravelers' pick

1/8

Duration1h 30m

GroupUp to 49

Mobile ticketAccepted

Champagne & Sunset on a 65-Foot Catamaran off St. John

You board at the Westin, sail into Pillsbury Sound on a 65-foot catamaran with champagne and an open bar included, watch the sunset from the water with St. John's north shore beaches in view, and return in time for dinner. No driving, no planning the evening after — just the sail and the light.

1h 30m

Step-by-step itinerary

Sunset sail aboard luxury catamaran

Board 65' luxury catamaran
Sail in calm Pillsbury Sound waters
Enjoy Caribbean sunset views
Celebrate with champagne on board
Return to Westin before dinner

The Experience

So you're standing on the deck as the boat pulls away from the Westin, and the crew's already pouring champagne into plastic flutes — which, honestly, is fine because you're not thinking about the glass, you're thinking about how the light's about to do that thing it does. The catamaran's 65 feet, which means it's big enough that you don't feel crowded but small enough that you're actually on the water, not just watching it from a floating hotel. Pillsbury Sound is glassy most evenings, and that matters because you're not fighting any chop; the sail fills and you're moving without effort, which is the whole point.

The north shore of St. John slides past on your left — those beaches everyone photographs but nobody talks about how quiet they get at this hour. The champagne keeps flowing, and there's a full open bar if you want something else, but most people don't switch. You're maybe forty minutes into it when the sun actually starts doing the work, turning the water gold and then orange and then a color you don't have a name for. No guide narrating it, no schedule to keep — just the sails, the sound, and the fact that you're going to be back at the Westin in time for dinner without having to think about logistics or timing or any of it.

The whole thing takes the evening slot, so you're not losing daylight hours to get ready. Families with small kids can bring a stroller if they need to, and the crew knows the routine. It's the kind of thing that sounds like it should be cheesy — sunset sail, champagne, romance — but the boat's actually nice, the water's actually calm, and when you're sitting there watching the light change, you stop noticing what you're supposed to feel and just feel it.

What’s included

Your sail includes champagne and a full open bar, all entry fees and taxes, and transport back to the Westin in time for dinner. The 65-foot luxury catamaran carries the group, and the crew handles the sails and service.

Good to know

Easy physical levelStroller friendlyPublic transport nearby

Operated by Cruz Bay Watersports

Is this one for you?Book this if you want a romantic evening on the water without arranging a separate dinner reservation or transportation — the timing is built around getting you back to the Westin ready to eat, which is what makes it actually fit into your night instead of eating into it.