Wild WorkationGuides
Evergreen answers to the real questions people ask before booking a sailing workation — written from our own experience running these trips.
Working at sea
Connectivity, calls, power and the desk — the operational questions people ask before booking.
Internet at sea: what remote workers actually get in 2026
Every way a yacht gets online — coastal 4G/5G, marina Wi-Fi, Starlink — what each one really delivers, and how to plan a working week around the gaps.
Starlink on a sailing yacht: what actually works in 2026
The honest state of satellite internet at sea — measured speeds, the power it eats, where it fails, and why a 4G SIM is still in every crew bag.
Starlink vs 4G at sea: which one you should actually rely on
A head-to-head from three seasons of running both — speed, latency, cost, power, and the specific moments where each one wins.
How to take a video call from a sailing yacht
Where to sit, what to do about wind noise and glare, the thirty-second pre-call check, and how to handle the call that drops anyway.
The remote-work setup that actually works on a boat
Desk, power, screens, glare and the small pieces of kit that make a yacht feel like an office — and the ones that are dead weight.
Power and electricity on a sailing yacht: what a remote worker needs to know
Where a boat's electricity comes from, what everything on board draws, why the inverter goes off at night — and why you are not the problem.
Working across time zones on a sailing workation
Where each destination puts you relative to your team, why the boat's day suits European hours, and how to make a US-facing job work from the Mediterranean.
Planning your trip
What a week actually looks like, what to pack, what it costs, and the honest answers on seasickness and kids.
What a week working from a sailboat actually looks like
An honest, hour-by-hour account of a real working week at sea — the morning focus block, the afternoon sail, what the internet is actually like, and who it suits.
First-time sailor on a workation: a practical checklist
What to pack, what to expect, and what nobody tells you before your first week on a sailing yacht with a laptop.
How much does a sailing workation cost? (2026)
The full price of a week at sea — what one all-inclusive price covers, what you spend ashore, and how shared, team, and vacation trips compare.
Seasickness on a sailing workation: the honest guide
How likely it actually is, why the working day happens on flat water, what prevention works, and who should test themselves on a day sail first.
A sailing workation with kids: what actually works
Which ages work on a boat, how the working day changes with a family aboard, safety, cabins, and when to pick the vacation format instead.
When a sailing workation goes wrong: the honest version
The weeks that do not work, why they do not, what we do about it — and the people we would rather talk out of booking.
Visas, insurance and paperwork for a sailing workation
What you actually need to enter each country, what travel insurance should cover, and the things people wrongly assume are required.
Where to go
The coasts compared on the things that matter with a laptop open: connectivity, season, cost and time zone.
The best sailing-workation destinations in 2026
Five coasts ranked for working from a boat — by connectivity, season, cost, visa, and time zone, from people who run trips on all of them.
Best Mediterranean destinations for remote work in 2026
Turkey, Greece, Croatia, Montenegro — ranked by the things that actually matter for a workation: connectivity, timezone, cost, and schedule-friendliness.
For teams
Planning an offsite, getting it through budget, and what your accountant will ask afterwards.
How to plan a remote-team offsite people remember
Why most offsites fall flat, what actually bonds a distributed team, and a practical plan — venue, budget, and agenda — for a week that sticks.
How to pitch a sailing team offsite to your CFO
The numbers, the risk frame, and the three-page memo that gets a team offsite through budget — without killing the reason you wanted it.
Is a team offsite tax-deductible? What founders should know
When an offsite counts as a business expense, what documentation survives an audit, and whether the venue being a yacht changes anything. Not tax advice — a checklist for the conversation with your accountant.