Offshore Sailing + Liveaboard Training Expedition - 10 Days
Offshore Passagemaking
Step aboard SV Indie Sky for a fully offshore passage from Chesapeake Bay to Charleston, designed to immerse you in the skills and mindset needed for confident, competent liveaboard cruising.
This expedition bypasses the Intracoastal Waterway entirely — our mast is too tall for bridge clearance — so we’ll be sailing entirely in the Atlantic Ocean, navigating the shifting winds, currents, and challenges of a true coastal passage.
🌊 What You’ll Learn
This journey is more than just sea miles — it’s a hands-on, real-world training program covering:
- Passage planning & navigation
- Weather routing & offshore decision-making
- Sail handling & trimming for ocean conditions
- Watch rotation & night sailing
- Anchoring techniques & safe harbor selection
- Liveaboard routines: systems, provisioning, and vessel care
You won’t just observe — you’ll be part of the crew, participating in all aspects of the voyage.
🧭 Who It’s For
This trip is ideal for:
- Aspiring cruisers wanting to gain confidence in offshore conditions
- Sailors transitioning to full-time liveaboard life
- Crew looking to experience the Atlantic coastal route firsthand
Whether you're preparing for your own bluewater journey or simply want to understand what the liveaboard lifestyle really entails, this offshore adventure delivers authentic experience and practical training in one of the most iconic stretches of the U.S. coastline.
🧭 What's Included
Every SV Indie Sky expedition is more than a getaway—it’s an immersive, hands-on experience built around exploration, seamanship, and adventure in remote and unforgettable locations.
Your nightly crew rate includes:
🛏️ Accomodations
- Private queen cabin with en suite bathroom (double occupancy)
- All linens, towels, and housekeeping essentials
🍳Provisioned Galley + Shared Meals
- Fully stocked galley with fresh, local ingredients
- Breakfast, lunch, dinner, and snacks provided for the duration of your stay
- Cooking is a shared, collaborative experience—crewmates take turns preparing meals together
⛵Sailing & Seamanship
- Hands-on sailing instruction with a licensed U.S. Coast Guard captain
- Opportunities to learn navigation, anchoring, weather routing, and dockin
- Logbook endorsements for those building sea time or working toward certification
🏄 Adventure Support
- Onboard adventure support for going ashore
- Chase boat support for water sports like surfing, freediving, and foiling
- Spearfishing and lobstering (where legal and seasonal)
🌍Expedition Planning
- Flexible routing based on weather, crew goals, and local conditions
- Assistance with customs/immigration when crossing borders
- Access to secluded anchorages, hidden reefs, and culturally rich shore stops
📶 Onboard Ammenities
- Starlink internet for remote work, navigation, or staying connected
- USB charging stations in every cabin
- Full suite of USCG-compliant safety gear and first aid
- Each cabin comfortably sleeps two and includes a private en suite bathroom.
Pricing
Owner's Cabin: ***Booked***
Port Forward Cabin:
- $553.50 per night
- 10-day expedition total: $2767.50 per person
- 10-day expedition total: $5535.00 per cabin
Port Aft Cabin:
- $553.50 per night
- 10-day expedition total: $2767.50 per person
- 10-day expedition total: $5535.00 per cabin
Note: Listed prices do not include local taxes, customs fees, port charges, or clearance costs incurred in the regions we travel through. These vary by location and will be shared with guests in advance when applicable.