Cross into the gateway of Europe
DaysDays
HrsHours
MinsMinutes
SecsSeconds

This open-ocean passage connects the volcanic heart of the Azores to the sun-drenched cliffs of southern Portugal. Leaving behind the lush, dramatic coastline of São Miguel, we set our course east across nearly 800 nautical miles of North Atlantic blue. Expect changing conditions, shifting winds, and the kind of watchstanding that turns sailors into seafarers.
Crews will experience extended time offshore—navigating weather systems, managing sleep cycles, and relying on each other to keep the boat moving safely and efficiently 24/7. This is the Atlantic at its most honest. No shortcuts. No marinas. Just water, wind, and the skills you bring—or build—on board.
As the continent rises on the horizon, the approach to Portimão offers a powerful sense of arrival. Protected anchorages, historic ports, and golden coastlines mark the end of a serious offshore achievement—and the beginning of new adventures on mainland Europe.

This trip is ideal for:

This journey is more than just sea miles — it’s a hands-on, real-world training program covering:
You won’t just observe — you’ll be part of the crew, participating in all aspects of the voyage.

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:


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 Cabin:
Port Aft Cabin:
Owner's Cabin:
Route Flexibility Disclaimer
Due to the expeditionary and weather-dependent nature of sailing, no specific destination, activity, or schedule is guaranteed. All routing and planning decisions are based on safety, seamanship instruction, environmental factors, and vessel capability.
In Marina
Welcome aboard. Day one is dedicated to settling into life on the boat, meeting the crew, and becoming familiar with the vessel before depar...
In Marina
816.9 NM / ETE: 7 days
We depart Ponta Delgada and leave the Azores astern as we set course for mainland Portugal. This offshore passage offers a true taste of oce...
816.9 NM / ETE: 7 days
24 h
A well-earned pause after passage, this day is focused on recovery, consolidation, and real-world cruising practice in a controlled anchorag...
24 h
TBD NM / ETE: TBD
Built-in flexibility. Real seamanship. ⚓🌦️
This day is intentionally unplanned to let conditions lead. We may hold position for weather, ad...
TBD NM / ETE: TBD
TBD NM / ETE: TBD
Built-in flexibility. Real seamanship. ⚓🌦️
This day is intentionally unplanned to let conditions lead. We may hold position for weather, ad...
TBD NM / ETE: TBD