CRUZ BAY SAILING FIELD GUIDE

Sunset Aboard a 65' Cat: Champagne and Color Over Pillsbury Sound

A 1.5-hour luxury sunset sail from The Westin Resort that pairs full sails and cocktails with calm Caribbean waters—this guide explains what to expect and how to plan.

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Sunset Aboard a 65' Cat: Champagne and Color Over Pillsbury Sound.

Duration

1.5 Hours

Location

Cruz Bay

Operator

Cruz Bay Watersports

Outing Highlights

THE BOAT

A 65-foot luxury catamaran

The sail is run aboard a spacious 65' luxury catamaran that provides an open-deck setting for sunset viewing and socializing under sail.

THE MOMENT

Caribbean sunset over Pillsbury Sound

The itinerary centers on a sunset run through Pillsbury Sound—full sails and the changing light are the trip’s focal point.

ONBOARD SERVICE

Appetizers and an open bar

The cruise includes hors d'oeuvres and cocktails served while underway, creating a low-key, celebratory atmosphere.

What the day feels like

What the sail feels like

For roughly 90 minutes you slide away from the resort, settle into the catamaran’s deck life and watch color build across the western sky as hors d'oeuvres and drinks circulate. The pace is intentionally unhurried—an evening circuit that celebrates sailing and the sunset before easing back to the resort.

THE BOAT

A 65-foot luxury catamaran

The sail is run aboard a spacious 65' luxury catamaran that provides an open-deck setting for sunset viewing and socializing under sail.

THE MOMENT

Caribbean sunset over Pillsbury Sound

The itinerary centers on a sunset run through Pillsbury Sound—full sails and the changing light are the trip’s focal point.

ONBOARD SERVICE

Appetizers and an open bar

The cruise includes hors d'oeuvres and cocktails served while underway, creating a low-key, celebratory atmosphere.

Suitability

Who it's for

Who this sail suits—and when to consider alternatives.

Couples seeking a romantic eveningIdeal for couples who want a relaxed, intimate sunset experience with drinks and light bites; note that the sail is weather dependent and may be rescheduled if conditions or minimum participation are not met.

Casual sightseers and photographersPerfect for travelers focused on sunset photography and a calm cruise—expect an easy, low‑exertion outing but be aware the schedule depends on weather and minimums.

Small groups and celebrationsGood for groups wanting a short celebratory sail with drinks and appetizers; check the operator’s minimum participant policy as departures may require a threshold number of guests.

Time‑sensitive or inflexible itinerariesLess suitable for travelers who need a guaranteed departure time—tours are weather dependent and can be altered or canceled if minimum participant requirements are not met.

Practical planner

Details to review before reserving

Duration

The sail runs approximately 1.5 hours.

Meeting & Check‑in

Guests should arrive to the Westin Resort and check in 15 minutes prior to departure time.

Food & Drink

Hors d'oeuvres and an open bar are provided onboard during the cruise.

Weather & Cancellations

Tours are weather dependent and subject to meeting minimum participant requirements; schedules can change for safety reasons.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is the Days End Sunset Sail?

The cruise lasts approximately 1.5 hours.

Where do I check in for the sail?

Check in at The Westin Resort prior to boarding; arrive about 15 minutes before departure.

Are food and drinks provided onboard?

Yes—hors d'oeuvres and cocktails (open bar) are served during the sail.

What happens if the weather is bad?

Tours are weather dependent and may be altered or canceled for safety; departures are also subject to meeting minimum participant requirements.

Will the boat return to the resort after sunset?

Yes—the sail returns to the Westin Resort in time for dinner after the sunset circuit.