North America
The Thorny Path (Florida to the Caribbean)
Bahamas, Turks and Caicos, Hispaniola and Puerto Rico: the upwind island-hopping route from Florida to the Eastern Caribbean, mapped by Bruce Van Sant.
26 episodes on the chart
- Length
- about 1,200 miles, mostly upwind (source estimate)
- Route
- Florida, Bahamas, Turks and Caicos, Dominican Republic, Puerto Rico, Virgin Islands, then Leeward/Windward Islands
- Season
- November to May (outside hurricane season)
- Typical duration
- several weeks to a few months
- Wind
- Easterly trades, 15-25 knots
- Reference guide
- The Gentleman's Guide to Passages South, B. Van Sant (10th ed. 2012)
The Thorny Path is the nickname for the near-shore route from Florida through the Bahamas, Turks and Caicos, the Dominican Republic and Puerto Rico to the Virgin Islands, then down the Leeward and Windward Islands. It is the classic way to go from the US east coast to the Eastern Caribbean, and Bruce Van Sant's book The Gentleman's Guide to Passages South (10th edition, 2012) made it famous.
The idea is to head east-southeast against the 15-25 knot trade winds, using short hops, night departures and the calmer water under land. Van Sant relies on land-cooled winds and lee effects, and cruisers usually time passages for light winds between fronts. The route is usually done from November to May, outside hurricane season, and takes several weeks to months.
It stays close to harbors, but it is not easy. The route is about 1,200 miles, mostly upwind, with shoals in the Bahamas and Turks and Caicos, and strong, unpredictable currents in the Mona Passage.
Highlights
- Exuma Cays and Georgetown, Bahamas
- Turks and Caicos
- Luperon, Dominican Republic
- Samana Bay
- Culebra and the Virgin Islands
Watch out for
- Upwind sailing in the trade winds with foul current
- Shoals and coral heads on the Bahama Banks and Turks and Caicos
- Mona Passage currents
- Hurricane season and limited weather windows
Episodes on this route 26
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Passage From Bahamas to Dominican Republic, the Thorny Path
Passage From Bahamas to Dominican Republic, the Thorny Path
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Catamaran Vs. Thorny Path. Why we turned back! Episode 8
Exuma Bahamas
Thorny Path 1, Wanderer 0. In this episode, I tackle my first ocean crossing and night watch. The sea state worsened the second day and we decided to turn back.
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Sailing to Luperon Dominican Republic Safely | Salty Podcast #94
Luperón Puerto Plata, Dominican Republic
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An Invitation to Share the Journey
Luperón Puerto Plata, Dominican Republic
My wife and I made a decision. Instead of sailing to Cuba, we chose the “thorny path” — through the Bahamas, toward the Dominican Republic. The route is more demanding, sometimes slower… but also more beautiful.
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We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage.
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A PURA NAVEGADA EN EL THORNY PATH - BOAT DELIVERY [Ep.39]
Fajardo Puerto Rico
Final con éxito para esta aventura, no sin antes navegar muchas millas en esta famosa ruta del Thorny Path.
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Sailing from Turks and Caicos to Luperon, DR
Luperón Puerto Plata, Dominican Republic
A near-perfect passage. Hard upwind work on the Caicos bank in daylight set up an excellent angle to fetch Luperon on a reach through the night.
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SDA228 50 Hours on the Thorny Path | Calm Days, Lightning Nights
Luperon Puerto Plata, Dominican Republic
We picked our weather window for the 50-hour run from the Bahamas to the Dominican Republic along the Thorny Path. The first day was exactly what we hoped for, calm seas and even a little sailing.
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The Dash to Luperón Before Hurricane Season E367
Luperón Puerto Plata, Dominican Republic
After weeks of waiting, we finally leave Turks & Caicos—but not without nerves. The weather window wasn’t ideal, the seas were big, and a fast-moving thunderstorm had us pushing hard to stay ahead of it.
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Beating Into Wind & Waves, Weather Closing In - Sail to Dominican Republic
The last leg of our first sail of the thorny path! Boat batteries... out of action. Weather window... beginning to fade. Dominican Republic... we are coming for you!
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Battling through the THORNY PATH - Sail to the Dominican Republic
Pit stops, breakages, going the wrong direction... but still smiling!
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Sailing the Mona Passage...Again! East to West to Luperon, DR | EP 59
Luperon Puerto Plata, Dominican Republic
Known for strong currents, shifting winds, and unpredictable seas, the notorious Mona Passage requires a good weather window for crossing.
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From Paradise to Reality - The Thorny Path, Haitian Refugees & Dreadlocks S2E7 Delivers
Providenciales Turks and Caicos Islands
⛵ Sailing the Thorny Path: Bahamas to Turks & Caicos + A Powerful Refugee Encounter We leave the Bahamas behind and begin our eastward journey across the thorny path — a notorious 700-mile + stretch where the tradewinds blow agai…
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Goodbye👋Luperon (Leaving After 7 Months)
Luperon Puerto Plata, Dominican Republic
This is my final video from the Dominican Republic. But before I go, I want to look back at all the good times I've had there. And give you a little sneak peak at what is to come in the 100 day Waterworld Challenge.
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I NEED To Leave.... But I CAN'T!
Luperon Puerto Plata, Dominican Republic
Luperon is a hard place to sail away from.... Plus, we've made it even harder. It's been 7 months! And I'm READY to leave..... I'm Daniel aka "Adventureman Dan." I've been living on the edge, from one adventure to another fo...
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Dinghy Sailing Adventure! (Romantic & VERY Windy Bay!)
Luperon Puerto Plata, Dominican Republic
Recently Nicole bought a sailing dinghy! This thing is absolutely amazing! It's SUPER light, sails fast & fun, and can even come apart into two pieces that "nest" into itself for better storage on deck.
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How-To do a Shakedown Sail ⛵️ (First Sail in 6 Months!)
Luperon Puerto Plata, Dominican Republic
After 6 months away from the sea, this was an essential test sail. THIS is how I do a shakedown sail! I'm Daniel aka "Adventureman Dan." I've been living on the edge, ...
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Full SAILBOAT TOUR [Affordable 46ft Am, Comfortable, Reliable, Ocean Sailing Monohull]
Luperon Puerto Plata, Dominican Republic
Welcome onboard Bon Edda. A 1986 Amel Maramu ketch rigged monohull sailboat. Ken & Renee have recently refitted this beautiful & capable sailboat so they can go anywhere, and in comfort.
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Why Did I Spent 75 Days Away From My Sailboat?
Although sailing & cruising is my life's dream and goal. Even I need a break from it! That's why I spent the past 75 days away. I NEEDED a break to come back to center and remember why I love life at sea.
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Help!!! Adopt This Amazing Dog (50% Pure German Shepard + 50% Huskey = Best Pupper EVER!!!)
*Prada got adopted!!!!* I want...... For this wonderful, amazing, great dog "Prada" to be adopted to a loving forever home somewhere far far away where it's much colder than it is here in the Dominican Republic!
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Why YOU Should Adopt This Amazing Dog!
Luperon Puerto Plata, Dominican Republic
For this wonderful, amazing, great dog "Prada" to be adopted to a loving forever home somewhere far far away where it's much colder than it is here in the Dominican Republic!
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Surviving Dengue Fever On A Sailboat! [And How I Made It WORSE!]
Luperon Puerto Plata, Dominican Republic
Recently I spent a week fighting Dengue Fever while sweating on my sailboat moored in Luperon Dominican Republic. Dengue fever is something I'd herd about, but never thought I'd have to deal with. It truly is terrible!
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Amphibious Motorbike Ride [Dominican Republic 96km + 9hr Long Ride!] (Part 1)
Leaving the sailboat for a motorbike ride with the local "Gypsy Joker’s Moto Rides" group. I figured we'd stay dry.... I didn't even know this was possible. Gotta love the Dominican Republic. And I mean that.
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Should I Stay? OR... Should I Go? (Luperon DR .VS. The Bahamas)
Luperon Puerto Plata, Dominican Republic
Should I Stay? Should I Go?...... Ahead of me lies the beautiful Bahamas. Crystal clear blue water sailing paradise known throughout the world.
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260nm Mona Passage Sail (Cruise Ship NEARLY Hit Us!) [Puerto Rico to Luperon DR]
Luperon Puerto Plata, Dominican Republic
When Dennis & I set sail from the Southwest coast of Puerto Rico for a 48hr 260nm voyage. We knew we were in for an adventure. But we did not expect everything like this!
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Why You SHOULD Sail To Luperon Dominican Republic(Part 3)
Luperon Puerto Plata, Dominican Republic
Over the years I've heard both good and bad things about Luperon. Like anything within the sailing community, you really need to experience it for yourself to really tell.
Crews on this route
Read more
- Noonsite - The Gentleman's Guide to Passages South
- Improve Sailing - Sailing Route from Florida to the Virgin Islands
- MD Nautical - The Gentleman's Guide to Passages South
A summary for learning and dreaming, not for navigation. Rules, fees, seasons and security advice change: check current official sources before you go.