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.
Sunset Aboard a 65' Cat: Champagne and Color Over Pillsbury Sound.
Adventure brief
Sunset Aboard a 65' Cat: Champagne and Color Over Pillsbury Sound
Step aboard a 65-foot luxury sailing catamaran for a relaxed, romantic sunset cruise that glides through the calm waters of Pillsbury Sound. Hors d'oeuvres and an open bar are served as the boat makes a short evening circuit, returning to the Westin Resort in time for dinner.
Experience the magic of the Caribbean Sea with Cruz Bay Watersports on the Days End Sunset Sail, an unforgettable private journey departing from The Westin Resort, St. John. Aboard a spacious 65-foot catamaran, you'll be treated to stunning views of Pillsbury Sound as the sky transforms into vibrant shades of orange, pink, and purple. Sip on expertly crafted cocktails and enjoy gourmet hors d'oeuvres while the gentle ocean breeze and soothing waves set the perfect backdrop for romance, reflection, or celebration. Whether you’re looking to unwind after a day of adventure or share a special moment with loved ones, this tranquil sail offers the ideal setting. The expert crew will ensure your comfort and safety, allowing you to fully immerse yourself in the peaceful Caribbean atmosphere. The calm waters and breathtaking sunset views make this experience ideal for photographers, couples, and groups seeking a unique way to end their day on St. John.
Route Schematic
Route & Stops
The cruise is a short, scenic loop that departs from the Westin resort area, runs across Pillsbury Sound for sunset viewing, and returns to the resort.
Check-in / Departure
Guests check in at the Westin Resort for boarding and departure.
Sail through Pillsbury Sound
The boat sails into Pillsbury Sound for panoramic sunset viewing while hors d'oeuvres and cocktails are served.
Return to the Westin
After sunset the catamaran returns to the Westin Resort, typically in time for guests to continue their evening plans.
All tours are weather dependent and subject to meeting minimum participant requirements; departures and route details can change for safety or operational reasons.
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.
Practical planner
Details to review before reserving
The sail runs approximately 1.5 hours.
Guests should arrive to the Westin Resort and check in 15 minutes prior to departure time.
Hors d'oeuvres and an open bar are provided onboard during the cruise.
Tours are weather dependent and subject to meeting minimum participant requirements; schedules can change for safety reasons.
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.
How this guide was prepared
This field guide is synthesized using verified supplier specifications, route descriptions, and destination data. Some booking links may generate affiliate revenue for ADV Guides.
- Verified: 2026-08-10T13:00:26.271Z
Some booking links may generate revenue for ADV Guides or The Adventure Collective.
Availability, pricing, schedules and operating details can change.
Trip details and contextual sources were reviewed by ADV Guides Editorial.