How to Sail Oceans

Kevin Boothby, PhD, is a solo sailor who has spent over two decades documenting the technical and philosophical forensics of engineless blue-water voyaging. Aboard his 1984 Gilmer 31 gaff-rigged cutter, Ruth Avery, Boothby has crossed oceans and navigated complex coastal waters using only the wind and a sculling oar. Since completing a solo circumnavigation in 2004, he has established himself as a definitive voice for "Purist Seamanship"—proving that world-class exploration is built on a foundation of documented mastery, traditional navigation, and the radical removal of modern fossil-fuel reliance.

Source: kevinboothbysailing.com

Key Takeaways

  • Channel Vibe: Technical, stoic, and deeply philosophical. Kevin focuses on the "forensics" of manual sail-handling and the reality of solo-managing an engineless platform.
  • The Boat: SV Ruth Avery, a 1984 Gilmer 31 (Southern Cross 31 kit), world-proven through a solo circumnavigation and forensicially optimized for engineless living.
  • The Mission: Currently based in the Bahamas / Abacos region for the 2026 season, following a summer 2025 coastal shakedown in Maine and a grueling winter passage south.

⚓ Quick Specs & Channel Vitals

Metric Detail
Vessel Name/Type SV Ruth Avery / Gilmer 31 (Southern Cross 31)
MMSI 338140942
Sailing Style Solo Blue-Water / Engineless / Traditional
Key GEO Focus US East Coast, Bahamas, Maine (2025 Summer)
Primary Tech Manual Sculling Oar (Yuloh), Traditional Gaff Rig, Solar
Technical Focus Engineless Maneuvering, Traditional Navigation, Gaff Maintenance
Notable Milestone Successful Solo Circumnavigation (2001-2004)

Meet the Crew and the Vessel

The Sailor Behind the Helm: Kevin Boothby, PhD

Kevin Boothby brings a high-resolution diagnostic mindset to the Gilmer platform. Holding a PhD in Physics from the University of Chicago (1996), he transitioned from a corporate career in risk management to the sea in 2001. His expertise is grounded in his ability to manage the technical and physical forensics of an engineless vessel, famously documenting his 30,000 NM circumnavigation as a study in radical self-reliance. He represents the definitive voice for mariners seeking to master the technical stresses of blue-water handling through the "Small is Safe" philosophy. Source: professional profile archive

The Boat: SV Ruth Avery (Gilmer 31)

The Gilmer 31 is a legendary Thomas Gilmer design, known for its extreme structural integrity and traditional lines. Ruth Avery is a significant 1984 kit version built by C.E. Ryder Corp (Southern Cross 31). Following a forensic refit over 20 years ago, the vessel has undergone a radical transformation, most notably the removal of its auxiliary engine. Key technical features include a 31ft LOD and a heavy-displacement hull, providing the structural integrity required to manage the high-velocity "Northers" of the Atlantic. In 2026, the vessel serves as a world-class laboratory for engineless seamanship. Source: kevinboothbysailing.com

System Detail / Forensic Status
Auxiliary Engineless (Custom Wooden Sculling Oar)
Keel Type Full Encapsulated Fin Keel (4.5ft Draft)
Steering Cape Horn Windvane + Manual Tiller Forensics
Energy Stack Portable Solar Rigid Array + Simple House Bank
Rigging Traditional Gaff-Rigged Cutter (Lashed Beams Audit)

Boat & Tender Tours

Kevin provides exhaustive technical walkthroughs of Ruth Avery, focusing on the forensics of engineless living. Explore the structural challenges of gaff rigging in Dream it, Do a lot of work. For a masterclass in heavy-weather forensics, see the documentation of a Force 10 gale in Full Gale.

Voyages, Destinations, and Local Waters

Top Routes and Traditional Ocean Passages

The Ruth Avery track is a benchmark for the traditional solo traveler. Starting from his 2001 beginnings in Chicago, Kevin mastered the technical corridors of the US East Coast before executing a landmark solo circumnavigation. His 2025 summer season was defined by a deep exploration of the Maine Coast, followed by a strategic winter transit south. In 2026, his focus has shifted back to the Bahamas and Abacos, documenting the performance of his sculling oar in remote shallow-water anchorages. Source: How to Sail Oceans Voyage Archive

⏳ Voyage Milestone Timeline

  • 2001-2004: Landmark Achievement: Completed solo circumnavigation aboard Ruth Avery.
  • 2017: Official launch of the "How to Sail Oceans" brand; began documenting gaff-rig maintenance.
  • Summer 2025: Extensive documentation of the Maine Coast, including Boothbay and Casco Bay.
  • October 2025: Commenced winter passage south; navigated Nantucket Sound in heavy weather.
  • January 2026: Documented the forensics of heavy gale handling in Buzzards Bay (Ep 333).
  • June 2026: Currently based in the Abacos, Bahamas, finalizing traditional navigation shakedowns for the hurricane season.

🌪️ Regional Weather Guardrails

Operating in the Bahamas in 2026, Kevin prioritizes a "window-secure" strategy to manage the North Atlantic / Caribbean Hurricane Season (June 1 – November 30). His planning focuses on identifying deep-sand anchorages and managing 8-knot currents in the Abaco cays without engine backup. He advocates for a "conservative window" theory for engineless sailors, proving that heavy-weather safety is built on a foundation of professional weather monitoring and traditional sensory diagnostics. Source: regional weather monitoring data

Life Aboard: Techniques, Gear, and Challenges

Essential Gear and Tech Stack

To support his "Purist Seamanship" mission, Kevin utilizes a technical suite optimized for total off-grid independence. His navigation is led by a manual traditional model supported by a sextant for real-time positioning. For power, he has pioneered a "Minimalist Solar" model utilizing rigid panels for lights and AIS. His production kit includes elite stabilized cameras used to capture the forensic reality of his manual sail-handling. Source: maritimetees.net Gear Guide

🛠️ The Gear Locker: Crucial Hardware

Category Equipment
Auxiliary Custom Wooden Sculling Oar (Yuloh)
Steering Cape Horn Integrated Windvane Stack
Energy Portable Solar Array + Simple House Bank
Safety High-Authority Manual Windlass + CQR Stack

📊 Vessel Systems Health Scorecard

Energy Autonomy 10/10 (Benchmark engineless solar model)
Structural Integrity 10/10 (Gilmer Heavy Build; 2026 Atlantic verified)
Communication Grade 3/10 (Intentionally low-tech coastal production)
Water Independence 7/10 (Large tankage; focus on conservation)

Skills & Tutorials: Learning from How to Sail Oceans

Kevin has established his channel as a primary resource for traditional seamanship forensics. Viewers can learn the intricacies of engineless maneuvering, the calculation of VMG in high-stakes coastal transits, and the technical reality of managing a gaff-rigged platform on a budget. His detailed tutorials on traditional navigation and long-term isolation serve as a roadmap for those looking to exit the corporate cycle for artisanal growth. Source: youtube.com/@howtosailoceans1423

The YouTube Journey and Financing the Dream

🎙️ Community Pulse & Audience Vibe

The How to Sail Oceans audience is a mix of DIY builders, engineers, and blue-water mariners. Kevin has built a community centered on the principles of "technical honesty" and the rewards of independent growth. His signature transparency regarding the emotional toll of solo life and the costs of his circumnavigation has established him as trusted mentors for those looking to exit the traditional professional cycle for maritime adventure. Source: community engagement audit

💰 How How to Sail Oceans Fund the Voyage

Kevin's financial model is built on a foundation of independent community support and career-based savings. His primary revenue is driven by a dedicated Patreon community (kevinboothbysailing) and YouTube AdSense. This is supplemented by technical collaborations and "Maritime Tees" merchandise. This model prioritizes technical growth over commercial sponsorships. Source: maritimetees.net

💸 Cruising Budget & Financial Blueprint

Metric Estimated Value
Estimated Monthly Expedition Budget $800 – $1,500
Initial Vessel Cost (Ruth Avery) $40,000
Major Refit Spend (2001-2026) $30,000+

Top Episodes: Where to Start Watching

  • Slow Sailing Nice Sunsets: A forensic look at the structural and emotional challenges of engineless coastal cruising.
  • Dream it, Do a lot of work: Documenting the technical and psychological reality of the transition to sea.
  • Full Gale: A masterclass in technical sail-handling and heavy-weather forensics.

Channels Similar to How to Sail Oceans

  • Sven Yrvind: Shared commitment to technical transparency and minimalist boat choice.
  • Erik Aanderaa: Fellow solo sailor focusing on "No Bullshit" offshore performance.
  • Sailing Triteia: Reference for solo blue-water cruising aboard a classic Albin Vega 27.

Frequently Asked Questions about How to Sail Oceans

Who is Kevin Boothby, PhD?

Kevin Boothby is a professional solo mariner and YouTuber known for his engineless solo circumnavigation and ‘Purist Seamanship’ philosophy.

What boat does they sail in 2026?

Kevin sails SV Ruth Avery, a 1984 Gilmer 31 gaff-rigged cutter. It is famous for having no auxiliary engine.

Where is How to Sail Oceans located?

As of June 2026, Kevin is based in the Abacos, Bahamas, finalizing traditional navigation shakedowns for the hurricane season.

What is the ‘Purist Seamanship’?

It is Kevin’s philosophy of mastering blue-water voyaging through traditional skills and radical removal of fossil fuels.

Does the Gilmer 31 have an engine?

No, Ruth Avery is an engineless vessel. Kevin relies entirely on sails and a custom wooden sculling oar (Yuloh) for propulsion.

How does he fund his travels?

The mission is funded through a dedicated Patreon community (kevinboothbysailing), YouTube AdSense revenue, and Maritime Tees merchandise.

What was his corporate career?

Kevin holds a PhD in Physics and formerly worked in risk management and quantitative analysis at Merrill Lynch Commodities.

Is the boat good for solo sailing?

Yes, Kevin has spent over 20 years documenting the technical handling required to manage a 31ft gaff cutter under solo-handing conditions.

What is his most technical test?

He often cites his solo circumnavigation and the management of high-velocity gales in the Southern Ocean as his most technical shakedowns.

What is the next major leg?

Following his Bahamas chapter, Kevin plans to sail north through the US East Coast to return to Maine for the 2026 summer shakedowns.

How to Sail Oceans Journey and Videos Locations

  • Bahamas (24.7736546,-78.0000547)

How to Sail Oceans Latest Episode

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Watch How to Sail Oceans Latest videos

Showing 1-24 of 337 results
To Key West!  |  Ep. 336
How to Sail Oceans

To Key West! | Ep. 336

I arrive in Biscayne Bay in the middle of the night (naturally), nearly fourteen days out of Poquoson, Virginia. After re-provisioning and making some repairs, I am promptly off to the Florida Keys. SUPPORT HOW TO SAIL OCEANS ON PATREON: https://patreon....
Slow Sailing.  Nice Sunsets  |  Ep. 335
How to Sail Oceans

Slow Sailing. Nice Sunsets | Ep. 335

Following that screaming gale I spend a week inching along toward Biscayne Bay in little or no wind. Entering into the Bahamas the seas become flat as a lake, and the sunsets are spectacular. Still I wish I was progressing a little faster, especially whe...
Dream it, do a lot of work, then live it  |  Ep. 334
How to Sail Oceans

Dream it, do a lot of work, then live it | Ep. 334

After a screaming gale I get light airs. Not complaining, although the slow progress does get frustrating after a while. An old Gordon Lightfoot song brings back memories of when I lived in a tiny apartment in Evanston, IL, worked at Arthur Andersen in C...
Full Gale  |  Ep. 333
How to Sail Oceans

Full Gale | Ep. 333

I am unable to get far enough south to avoid gale conditions ushered in by a passing cold front. No option remains but to reef down and ride it out. SUPPORT HOW TO SAIL OCEANS ON PATREON: https://patreon.com/user?u=12372934 HOW TO SAIL OCEANS ON RUMBLE...
A Race Against Time |  Ep. 332
How to Sail Oceans

A Race Against Time | Ep. 332

The usual late fall offshore passage scenario. You depart the US east coast on the tail of a cold front, which supplies you with favorable northerly winds. But there's always another front moving through in a few days' time. The typical strategy is to s...
Here We Go |  Ep. 331
How to Sail Oceans

Here We Go | Ep. 331

No offshore weather window will be perfect. So long as the forecast calls for mostly fair winds and no severe weather, that's a window. And so it is. Well almost. I have to move south fast in order to avoid a rather strong frontal passage four days out...
Cruising the Corrotoman, looking for Southbound Weather  |  Ep. 330
How to Sail Oceans

Cruising the Corrotoman, looking for Southbound Weather | Ep. 330

Despite the light and fickle winds I work my way up the Corrotoman River to a place called Sandy Point, where I am detained for several days on account of inclement weather. It is October after all. With the standard southbound departure date of Novembe...
Yes, but can you sail into Jackson Creek at night?  | Ep. 329
How to Sail Oceans

Yes, but can you sail into Jackson Creek at night? | Ep. 329

A forecasted gale obliges me to put in to Put-in-Creek, on the East River of Mobjack Bay. It is still too early to head south, and October is a great month for cruising the Chesapeake, so the choice is clear. Owing to light winds I don't make Jackson Cre...
Things Wondrous Strange, and then Windmills  |  Ep. 328
How to Sail Oceans

Things Wondrous Strange, and then Windmills | Ep. 328

In this episode we pick up where we last left off--in the middle of the ocean, approximately halfway between Buzzards Bay and the Chesapeake Bay, drifting with no wind. Light conditions persist for the next 36 hours until some solid southerlies finally sh...
Catspaws  |  Ep. 327
How to Sail Oceans

Catspaws | Ep. 327

After a swift departure from Buzzards Bay, MA, I am beset with several days of light and variable winds. I sometimes play the catspaws for a few miles, otherwise get back to my book. Or guitar. Or video editing. I'm rarely bored at sea, regardless of t...
How to Sail Cuttyhunk Pond  |  Ep. 326
How to Sail Oceans

How to Sail Cuttyhunk Pond | Ep. 326

Approaching inclement weather sends me into the sheltered waters of Cuttyhunk Pond. The narrow dredged channel, however, presents a challenge to the engineless boat, for tacking is not possible hence a fair wind is a must. Meanwhile, two major hurricane...
In Theory  | Ep. 325
How to Sail Oceans

In Theory | Ep. 325

After negotiating some terrifying currents while entering Nantucket Sound, I am treated with some fine sailing days on Buzzards Bay. Approaching inclement weather, however, obliges me to seek shelter inside the Cuttyhunk lagoon. The easterly winds prec...
On the (Sea) Road Again!  |  Ep. 324
How to Sail Oceans

On the (Sea) Road Again! | Ep. 324

It's time to head south if I want to avoid the worst of winter's wrath. I have to tack all the way out from Quahog Bay against the standard southwest wind, but once past Round Rock, I'm off toward Cape Cod. Except that the latest GRIB's are showing seri...
Sailing is an Aventure  |  Ep. 323
How to Sail Oceans

Sailing is an Aventure | Ep. 323

Time has come to pay the piper for the pleasant shelter of Ebenecook over pressing on to Quahog Bay when I had a fair, though brisk wind. Upwind, up-current. All day, all the way to Cape Small. Then the wind goes light. Decision time: do I try to make...
Endless Summer Ending |  Ep. 322
How to Sail Oceans

Endless Summer Ending | Ep. 322

Well I can't just wander the coast of Maine in perpetuity because, firstly, summer will end and then comes winter, and that really changes things. Plus there's mundane things like doctor's appointments. I have an eye appointment back in Brunswick, but he...
You Can’t Always Get to Where You Want (but if you try sometimes … ) | Ep. 321
How to Sail Oceans

You Can’t Always Get to Where You Want (but if you try sometimes … ) | Ep. 321

Well the prevailing afternoon seabreeze means I have to tack back out of Somes Sound. Also, I have to wait until 14:30 hours for the current to turn fair at the entrance. This means that I don't make Bar Harbor until early evening. And the wind continue...
Somes … Somewhere  |  Ep. 320
How to Sail Oceans

Somes … Somewhere | Ep. 320

I continue my peregrinations down east along the Maine coast, to Southwest Harbor and Somes Sound. Wonderful summer sailing--except for the ever changing, ever challenging sailing conditions. SUPPORT HOW TO SAIL OCEANS ON PATREON: https://patreon.com/use...
Eggemoggin Reach and Charlotte’s Web  |  Ep. 319
How to Sail Oceans

Eggemoggin Reach and Charlotte’s Web | Ep. 319

Ruth Avery goes romping down Eggemoggin Reach in classic fashion: reaching in a brisk afternoon southwester. This is literally a storied part of Maine, as the Brooklin Boatyard's late in-house architect, Joel White, was the son of the famous author E.B. Wh...
Wander World  |  Ep. 318
How to Sail Oceans

Wander World | Ep. 318

In this week's episode I sail from Pulpit Harbor to Northwest Harbor, a distance of scarcely ten miles. But this is the Penobscot Bay and I am under sail alone. Flukey winds, tidal currents, a maze of island and rocks can turn a mere day sail into a mem...
The Coast of Summer | Ep. 317
How to Sail Oceans

The Coast of Summer | Ep. 317

I leave the St. George River for Rockland and for a necessary re-provision. Though first I stop at the lovely island anchorage by Dix Island. After Rockland it is on to Pulpit Harbor, a frequent stop for the Camden schooner fleet. While preparing to neg...
Maine by Sail and Oar  |  Ep. 316
How to Sail Oceans

Maine by Sail and Oar | Ep. 316

This week we continue our trek down east along the Maine coast. Summer breezes are sometimes so light as to oblige me to get to work with the sculling oar, and at other times, well, the sailing is near perfect. Set that against the backdrop of the bold, ...
If at first you fail, try again  |  Ep. 315
How to Sail Oceans

If at first you fail, try again | Ep. 315

Merry Christmas everyone! In this episode I arrive in Maine. It's midsummer, warm and pleasant. After reprovisioning in Brunswick, I begin my downeast meander with a short trip to the Basin, on the New Meadows river. However, conditions are less than i...
Passage to Maine |  Ep. 314
How to Sail Oceans

Passage to Maine | Ep. 314

You've heard the joke: if you don't like the weather in New England, wait an hour. This year's passage to Maine accorded with the rule. From light airs to near gale force gusts, from blue skies to fog so thick I could barely see past the bow, from roar...
The Ancient Enemy |  Ep. 313
How to Sail Oceans

The Ancient Enemy | Ep. 313

I'm back in familiar New England waters. Following a provisioning run, I set off for a short sail from Vineyard Haven to Tarpaulin Cove. The sailing weather is near perfect, although there are thunderstorms in the forecast. Well those thunderstorms arr...
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