Скачать или смотреть What “Going to Town” Really Looks Like in Remote Alaska

After a week of work in Port Protection, it was time to make the run back toward town… whether we felt like it or not.

This is what that actually looks like for us.

An early departure to stay ahead of weather. Picking our way around the northwest tip of Prince of Wales Island. Waiting on current and wind in Merrifield Bay. Motor sailing when we can. Sailing when it makes sense. And a whole lot of watching conditions evolve in real time.

Nothing dramatic on this trip. Just winter boating in Alaska and the steady, time-intensive reality of moving a 110,000-pound boat through Southeast Alaska when you live off the road system.

Along the way:
• Working the weather windows
• Killing time while tide and wind sort themselves out
• A brief overboard rug incident 😅
• Fresh pumpkin chocolate chip cookies in the galley
• Hunting for a safe overnight anchorage
• Catching what wind we can in Sumner Strait
• Making steady miles toward Wrangell

By the end of the run, we’d been on our way to town for over a full day, reminded again that out here, even simple logistics take planning, patience, and a willingness to move with the conditions.

If you’ve ever wondered what everyday boat life really looks like in remote Alaska, this is it. No staging. No scripts. Just the rhythm of life aboard the Alaskan Gypsy.

⚓ Vessel: Alaskan Gypsy
📍 Southeast Alaska
🌊 Living and working full time aboard

Subscribe for real working waterfront life, remote cruising, and honest day-to-day life afloat.

Chapters:

00:00 Leaving Port Protection
03:01 Why We’re Headed Back Toward Town
04:59 Early Winter Morning Underway
05:22 Rounding Prince of Wales Island
06:52 Picking Our Way Around Point Baker
08:10 Waiting on Current in Merrifield Bay
11:56 Watching Conditions Settle
13:34 The Rug Overboard Moment
14:58 Why We Stayed Put
17:02 Killing Time and Boat Projects
18:05 Fresh Pumpkin Cookies in the Galley
19:08 Working From the Mobile Office
24:40 Trying to Catch Some Wind
25:20 Searching for a Safe Anchorage
27:03 Evaluating the Anchorage
31:07 Night Sounds on the Gypsy
35:19 Morning Departure and Plans
36:02 Checking the Wind Again
37:20 Raising the Sails
43:33 Under Sail in Sumner Strait
45:31 Finally Making Miles
49:13 27 Hours Into the Trip
51:20 Motor Sailing the Gypsy
53:26 Midday Wheelhouse Update