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      • About Us
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    • About Us
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    • The Boat
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    • Gear Concierge
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the ATlantic Crossing

Professional Reset, Blue Water Training Intensive- 21+ Days

Bermuda to The Azores Islands

Crossing an ocean under sail is more than a milestone — it’s a transformation. The Atlantic demands focus, resilience, and teamwork, making it one of the most intense and rewarding training experiences a sailor can undertake. Over thousands of miles and weeks at sea, you'll sharpen your seamanship, deepen your confidence, and gain a perspective few ever earn. It’s not just a passage — it’s a proving ground.

A crewmember at the helm of SV Indie Sky

⛵ Who It’s For

This expedition is ideal for sailors who want more than just sea stories — it’s for those seeking true capability, confidence, and offshore competence.


Perfect for:

  • Adventurers looking for a truly life changing experience.  More people climb Mt. Everest every year than make this passage.


  • Sailors aiming to strengthen their resume to meet bareboat charter or insurance requirements


  • Students looking to gain the experience  required to earn certifications, licenses, or endorsements
     
  • Future liveaboards interested in experiencing blue water passages and long-term life at sea
     
  • Crew members and Skippers preparing to lead passages or manage their own global expeditions
     

Whether you’re preparing for your own bluewater adventure or simply want to understand what the liveaboard lifestyle really entails, this journey delivers authentic experience and practical training in one of the most iconic bluewater passages in the world!


This leg of the voyage isn’t just a blue line on a chart — it’s a masterclass in offshore sailing. You’ll navigate weather systems, make real-time strategic decisions, rotate through watch schedules, and experience the rhythm of life hundreds of miles from land.


🌊 What You’ll Learn

This journey isn’t just about logging sea miles — it’s an immersive, real-world training program designed to build confidence, competence, and true seamanship. Over the course of more than 21 days at sea, you’ll experience the full spectrum of offshore sailing, weather systems, and crew life. This is one of the most comprehensive learning environments available for aspiring sailors.


Key areas of training include:

  • Passage Planning & Navigation
    Learn to chart offshore routes, interpret charts and pilot books, and use both traditional and electronic navigation tools.
     
  • Weather Routing & Offshore Decision-Making
    Understand GRIB files, forecasts, and weather models. Learn how to make real-time decisions to optimize safety and performance.
     
  • Sail Handling & Trimming for Ocean Conditions
    Practice reefing, furling, and adjusting sail plans for changing conditions. Experience heavy weather tactics, downwind setups, and sail balance.
     
  • Watch Standing & Night Sailing
    Participate in a 24-hour watch rotation. Build confidence navigating and sailing in low-light and nighttime conditions.
     
  • Liveaboard Systems, Provisioning & Vessel Maintenance
    Get familiar with the daily workings of a long-range cruising catamaran, from watermakers and power systems to provisioning strategies and routine maintenance.
     

You're not a passenger, you're part of the crew. Expect to take responsibility, get your hands dirty, and walk away with tangible skills, expanded knowledge, and the kind of experience that only comes from living the offshore rhythm day in and day out.

⛵What You can earn

All SV Indie Sky expeditions are led by a U.S. Coast Guard Licensed Captain and NauticEd Certified Instructor to ensure safety and top-tier instruction.


Crew Members Receive:

  • Hands-on training in all aspects of offshore sailing — navigation, sail handling, anchoring, docking, weather routing, and more
     
  • Logbook endorsements for those building sea time or working toward NauticEd or other sailing certifications
     
  • Certificates, licenses, and endorsements awarded to crew who meet proficiency and experience requirements during the expedition

🏄 Adventure Support

  • 🛶 Ashore Access: Flexible shore transfers via chase boat for beach exploration, hikes, provisioning runs, or local cultural stops—even in remote anchorages.
     
  • 🚤 Chase Boat Support: On-the-water assistance for surfing, freediving, foiling, and other water sports—launch, recovery, and safety coverage included.
     
  • 🐟 Spearfishing & Lobstering: Dive in for sustainable seafood—where legally permitted and in season, we provide the tools, guidance, and safety protocols to do it right.
     
  • 🎯 Condition-Driven Flexibility: We adjust daily plans based on weather and crew goals to maximize time on the water, whether that’s riding swell or chasing dinner.
     
  • 🤝 Crew-Led Adventure: No hand-holding here—you’ll be actively involved in planning, prepping, and executing your next mission.

What's Included

🛏️ Accommodations

Your accomodations are included in your crew fees.  You can choose to have your own cabin or share one (they are all double occupancy).


  • Port Forward & Port Aft Cabins
    Features a queen bed, chest of drawers, closet, and an en suite (private) bath with a full-sized sink, shower, and head.
     
  • Owner’s Suite – Entire Starboard Hull
    Features a queen bed, two dressers, two closets, an office, extra sofa, and a private library. It also has:
    • A private head with a full-sized sink
    • A separate private bath with a walk-in shower
  • Additional Comforts
    • Bedding, bath towels, soaps, and shampoos provide
    • Cleaning supplies included
    • Cabins are intended for rest and downtime during training and expedition activities
       
  • Connectivity & Entertainment
    • Unlimited Starlink high-speed internet (available at anchor, moored, or in marinas)
    • 50" TV in Salon for streaming NauticEd training materials or entertainment
    • NAS server with 2,000+ movies, TV shows, and Brazilian Jiu-Jitsu videos
    • Library stocked with sailing books

What's Included

🍳 Provisioned Galley & Communal Meals

  • Galley stocked with fresh, local ingredients
  • All onboard meals and snacks included (except for offshore food and drinks)
  • LPG Range & Oven, Full-Size Microwave, 3 Large refrigerators, 1 Large Freezer, Ice Maker
  • Meal prep is a shared experience — crew members collaborate on cooking
  • No alcohol provided 

What's Included

⛑️ Safety Equipment

  • USCG-approved inflatable life jacket — yours to keep
     
  • SV Indie Sky crew T-shirts — customized for the region you’re sailing (looking cool adds to safety)
     
  • 2 independent satellite tracking systems
     
  • 2 EPIRBs (Emergency Position Indicating Radio Beacons)
     
  • 8-person life raft
     
  • Multiple man overboard recovery systems
     
  • Multiple subscribed sources for trip planning and weather routing

The interior layout of SV Indie Sky.

🌊 Pricing

Port Forward Cabin:


  • 21-day expedition total: $9448 per person for double occupancy; or


  • 21-day expedition total: $18,897 per person for single occupancy


Port Aft  Cabin:

  • 21-day expedition total: $9448 per person for double occupancy; or


  • 21-day expedition total: $18,897 per person for single occupancy


Owner's Cabin: 


  • 21-day expedition total: $11,098 per person for double occupancy; or


  • 21-day expedition total: $22,197 per person for single occupancy

Tentative Schedule

05/10/2026

Day 1: Bermuda

8:00 am

-

5:00 pm

0 NM / ETE: 0

Event Details

05/10/2026

Day 1: Bermuda

Get to know the boat, meet the rest of the crew, & take part in passage planning

8:00 am

-

5:00 pm

0 NM / ETE: 0

05/11/2026

Day 2: Bermuda

7:00 am

-

7:00 am

10 NM / ETE: 4h

Event Details

05/11/2026

Day 2: Bermuda

Safety at Sea Training and systems familiarization 

7:00 am

-

7:00 am

10 NM / ETE: 4h

05/12/2026

Day 3: First Possible day to disembark

7 am

-

7:00 am

70 NM / ETE: 24h 00m

Event Details

05/12/2026

Day 3: First Possible day to disembark

We will wait in Bermuda until we get a good weather window.

7 am

-

7:00 am

70 NM / ETE: 24h 00m

05/13/2026 to 05/29/2026

Day 4 - Day 18 Atlantic Passage

7:00 am

-

7:00 am

70NM / ETE: 24h 00m

Event Details

05/13/2026 to 05/29/2026

Day 4 - Day 18 Atlantic Passage

We'll first head Northfrom Bermuda to around 38° to 40°N latitude, depending on weather windows and Gulf Stream position.  Once in the weste...

Event Details

7:00 am

-

7:00 am

70NM / ETE: 24h 00m

05/30/2026 to 06/01/2026

Day 19 to 21: Arrive in Ponta Delgada

7:00 am

-

7:00 am

70NM / ETE: 24h 00m

Event Details

05/30/2026 to 06/01/2026

Day 19 to 21: Arrive in Ponta Delgada

Landfall: Arriving in the Azores


After thousands of miles of open ocean, the first glimpse of the Azores feels surreal. Green volcanic peaks ...

Event Details

7:00 am

-

7:00 am

70NM / ETE: 24h 00m

More Events

Tentative Route

Bermuda to The Azores

Don't Miss Out!

Fewer people cross the Atlantic by sail each year than summit Mt. Everest — and one of them could be you!

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