NOTICE
OF
OPENING:
These passages have been waitlisted but now due to a cancelation they have some space.
UPCOMING PASSAGES
where we sail
800 nautical Miles
Bunks Remaining - 0
This 650-nautical-mile offshore passage from Bermuda to Newport offers a true bluewater sailing experience, including 4–5 days at sea, hands-on learning in helm control, night . . . read more
$4,950
City Names - City Names
Date 01 - Date 02
where we sail
800 nautical Miles
Bunks Remaining - 0
This 650-nautical-mile offshore passage from Bermuda to Newport offers a true bluewater sailing experience, including 4–5 days at sea, hands-on learning in helm control, night watches, and navigation. You'll cross the powerful Gulf Stream, gaining skills in current strategy and heavy-weather handling before making landfall in Newport, RI. Ideal for those looking to level up their offshore sailing and seamanship.
$4,950
City Names - City Names
Date 01 - Date 02
where we sail
800 nautical Miles
Bunks Remaining - 0
This 650-nautical-mile offshore passage from Bermuda to Newport offers a true bluewater sailing experience, including 4–5 days at sea, hands-on learning in helm control, night watches, and navigation. You'll cross the powerful Gulf Stream, gaining skills in current strategy and heavy-weather handling before making landfall in Newport, RI. Ideal for those looking to level up their offshore sailing and seamanship.
$4,950
City Names - City Names
Date 01 - Date 02
UPCOMING PASSAGES
Jan 17th - Jan 24th
St Thomas, USVI - Grenada
$4,950
Caribbean Offshore Challenge
500 Nautical Miles
WAITLIST
Mar 7th - Mar 14th
St Martin - Grenada
$4,550
To The South
500 Nautical Miles
Bunks Available: 3
Jan 31st - Feb 7th
Grenada - St Martin
$4,800
Windward to Leeward Training
500 Nautical Miles
Bunks Available: 2
Mar 21st - Mar 28th
Grenada - St Martin
$4,850
Eastern Caribbean Passage
500 Nautical Miles
Bunks Available: 4
Feb 21st - Feb 28th
St Martin - St Martin
$4,250
Leeward Islands Explorer
350 Nautical Miles
Bunks Available: 3
Apr 4th - Apr 11th
St Martin - St Martin
$4,350
Guadeloupe Circuit
350 Nautical Miles
Bunks Available: 1
SEAMANSHIP & STRATEGY
where we sail
From island anchorages to Atlantic crossings, each Libra passage is chosen for challenge, beauty, and purpose. These aren’t tourist routes, they follow proven offshore paths and historic sailing lanes. The conditions are real, the views are unreal, and the learning never stops.
%201.png)
life at sea
There’s a rhythm to life underway, marked by watch rotations, shared meals, and the quiet power of the open ocean. Each day brings new skies, new conditions, and small lessons that build into real seamanship. It’s raw, it’s peaceful, and it changes the way you see time.
why offshore
Offshore sailing reveals what most sailors never experience, open ocean, deep trust, and the feeling of being completely present. It’s not about luxury; it’s about learning, resilience, and freedom. We go the long way because that’s where growth happens.
CREW REFLECTIONS
WHY WE SAIL
We believe real seamanship can’t be learned at a marina. Libra was built for the open ocean — and so was this program. Whether you're looking to gain confidence offshore, log serious sea miles, or chase the horizon just for the hell of it, you're in the right place.
For over a decade, we’ve helped sailors step beyond the dock and into a full-spectrum passage-making experience. It’s hands-on and sometimes it’s rough & loud — but it’s real.
Every passage is a team effort. There’s no standing back and watching here — you’ll be on the helm, trimming sails, navigating, standing watch, and learning what it really takes to move a boat. We meet you at your level, then build you up from there.
Libra is a 60′ Bill Tripp Jr. ketch, built in 1969 by Abeking & Rasmussen and still charging hard offshore today. She's carried hundreds of sailors from Bermuda to the Caribbean, the Gulf of Mexico, Nova Scotia all the way to Europe and Africa, she’s not slowing down anytime soon. Libra regularly logs over 10,000 nautical miles a year.
.jpg)
BUILT FOR THE OCEAN
POWERED BY EXPERIENCE
Come aboard to learn. Keep coming back for the adventure.
Read the full story
LIFE ONBOARD LIBRA
Life onboard Libra is a blend of rhythm, teamwork, and discovery. Every trip finds its own pace, shaped by the wind, the crew, and the sea. We operate in a traditional offshore watch system — 3 hours on, 6 hours off — and that structure becomes the heartbeat of the boat.
You’ll stand watch, helm under moonlight, reef sails before dusk, share meals, fix gear, read books, laugh hard, and sleep deeper than you have in months. It’s immersive, simple, and powerful.
It’s not luxury. It’s not a cruise.
But it’s the most alive many people have ever felt.
There’s a beauty in the simplicity out there — fewer distractions, fewer decisions, and a deep focus on the present. Whether you're steering through starlight or making coffee as the sun rises, you're fully in it — part of the rhythm that only offshore life offers.
You might come aboard for the miles, the training, or the thrill of it all — but what usually surprises people is how quickly Libra feels like home. With every shift and meal, you become more comfortable, more capable, and more connected to the crew and vessel around you.
The Passage Process
You don’t need to guess what comes next. Here’s how it works:
Find the passage you’d like to attend. Even if it shows "Waitlist," go ahead and register — we often see spots open up last minute due to changes in other sailors’ schedules.
From the passage page, click the “Join Passage” button and fill out the quick form with your basic details. Then submit the $50 registration fee. This unlocks your full sign-up form, which will be linked on both the confirmation page and in the email you receive.
You don’t need any detailed information to register — just enough to let us know you’re interested. Once you’re on our radar, we’ll help guide you the rest of the way.
Register Online
Start with the $50 registration. That unlocks your sign-up form and puts you on our radar.
Talk to the Captain
Once you register, Ryan will reach out to schedule a call. This is your chance to ask questions, get passage advice, and make sure it’s a good fit. If you haven't already seen our FAQ'S here they are.
Complete Your Paperwork
Fill out the form, confirm your trip, and get prepped. We’ll send travel info, gear suggestions, and a crew portal link.
Get Ready to Sail
Pack your gear, review the details, and prepare for an unforgettable offshore experience. We’ll take care of the rest.
The Next Step
If this kind of sailing makes sense to you, the next step is simple. Choose the passage that fits your schedule and goals, review the details, and reach out if you have questions.
Sail Libra is a small, family-owned operation, run directly by Ryan Rayfield, the owner and captain of s/v Libra. Ryan is aboard for every passage. There’s no sales team, no handoff, and no guesswork about who you’re sailing with. What you see here is exactly how the program operates.
Libra is a U.S.-flagged vessel operated under strict U.S. Coast Guard regulations, with professional standards for safety, training, and crew management. This is a working offshore boat, run deliberately and conservatively, with a focus on real seamanship and real experience.
Each passage page includes dates, route information, logistics, and availability. If you’re unsure which trip is the best fit, a short conversation is often enough to point you in the right direction. You’re welcome to reach out directly. Quick questions are best handled by text, and Ryan is happy to respond anytime.
Sail Libra passages are designed for people who want real experience, clear structure, and time underway that actually counts. If that’s what you’re looking for, you’ll likely find your bunk waiting aboard.
→ Learn More About Ryan Rayfield
→ Text Ryan for a Quick Question at +1-251-923-8825
