AI-powered trip planner for bareboat charter captains. Build a personalized itinerary, coordinate your crew, manage every detail.
Feb 22 – 28 · Lagoon 47 · 4 crew
Charter check-in & boat briefing
Pick up at Village Cay Marina. Complete inventory, safety briefing, and chart review.
Sail to Norman Island
8 nm south through Sir Francis Drake Channel. Mooring: $30/night.
Snorkel The Caves
Swim into the sea caves at Treasure Point. Excellent snorkeling with fish and coral.
Pirates Bight Restaurant ★ 4.3
Dinner on the beach. Great rum punch and grilled lobster.
Describe your trip in plain English. ChiefStew's AI builds a complete day-by-day itinerary with anchorages, restaurants, activities, and passage planning.
It interviews your crew to learn everyone's preferences, then personalizes the plan so every day has something for everyone.
Welcome! Tell me about your charter trip — where are you sailing, when, and who's coming?
We're doing a week in the BVI starting Feb 22. Four of us on a Lagoon 47 — me as captain, my wife Sarah, and our friends Jake and Emma.
Great — a 7-day BVI trip on a Lagoon 47! I'll build a route covering the highlights. Any must-sees? And should I send crew questionnaires to learn everyone's preferences?
Definitely The Baths and Soggy Dollar. Yes, send the crew questionnaires!
Sail to Anegada
14 nm across open water. Navigate the Anegada reef approach carefully. Anchor: Setting Point (free).
Loblolly Bay Beach
Best beach in the BVI. Crystal-clear water, snorkeling right off the sand.
Lobster Trap Restaurant ★ 4.5
Famous Anegada lobster dinner. Fresh-caught, grilled to order. Reservation recommended.
Crew highlights for today
Sarah — Vegetarian option noted at Lobster Trap (grilled mahi-mahi)
Jake — Paddleboarding at Loblolly Bay (gear on board)
Emma — Flamingo colony birdwatching at the west end
Every day planned with stops, passage distances, mooring costs, and crew-personalized highlights. Expand any day to see the full schedule.
Export the whole trip to PDF or CSV for offline reference on the water.
Invite your crew with a link. AI interviews each member to learn preferences — dietary restrictions, allergies, interests, activity levels.
Everything is tracked so the itinerary reflects what everyone actually wants.
Experienced bareboat captain. Loves exploring new anchorages.
Avid snorkeler and yoga enthusiast. Loves discovering local cuisine.
Teenager who loves water sports and non-stop adventure.
Photographer and birdwatcher with a passion for history.
Auto-generated from your itinerary. Compliance scanning flags what you need for your route — customs forms, cruising permits, park fees.
Assign items to crew with due dates. Dietary needs and allergy accommodations are built right in from crew profiles.
Digital logbook with passage tracking. Log weather, sea state, crew on watch. Running totals for nautical miles, hours at sea, and night passages.
Export for your records — build your sea time log over multiple trips.
North Sound → Anegada
Departed Bitter End 0800. Crossed the Dog Islands passage with 15kt easterlies and 1m swell on beam. Picked up Anegada on radar at 8nm. Anchored Setting Point 1100. Excellent visibility for reef approach.
Virgin Gorda → North Sound
Add ChiefStew Concierge to any trip. A dedicated coordinator handles the details so you can focus on sailing.
$150 – $325/day based on crew size
Start free. Pay only when you need more.
Free to start. No credit card required.