Sailing Gentlyvideo
Sell up and sail
September 5, 2025 · 22 min · 9K views
What this video covers
Long-term cruising requires a sustainable, non-work-based income, as finding employment while traveling is rarely feasible.0:59 For UK citizens, maintaining a permanent postal address and a designated representative to manage property and mail is essential for handling government communications and financial obligations.4:06 Medical insurance for nomads is difficult to secure; options like Safety Wing provide coverage, though costs increase significantly with age.5:44 Third-party boat insurance is mandatory for marina access, with comprehensive policies typically costing at least 2.5% of the vessel's value.7:08
Cruising the Mediterranean presents significant challenges for non-EU passport holders due to the 90-day Schengen visa limit and strict regulations regarding black and grey water holding tanks in countries like Turkey.10:39 Conversely, the Caribbean offers easier movement between independent island nations, though insurance premiums there are substantially higher.11:39 When selecting a vessel, prioritize a sturdy, affordable boat over a lightweight cruiser, keeping 10% to 15% of the purchase price in reserve for outfitting and maintenance.17:06 A boat’s waterline length dictates cruising speed, but larger vessels incur higher haul-out and anti-fouling costs.17:49
Boats in this video
More from Sailing Gently
From Sailing Gently — see the channel’s boat, crew, and every analyzed video.
The Sailing Directory Newsletter
One email with the fleet's best finds — the moments, boats, and stories worth your watch time. Enter your own address to get your own copy.