2027-2 | FALKEN | San Jose del Cabo-Costa Rica
It's a looooong way down the coast of Mexico and Central America, and we've got our sights set on a new landfall in Costa Rica after almost 2,000 miles at sea from San Jose del Cabo on the Baja Peninsula. The typical weather conditions this time of year will make for an easy downwind run in tropical temperatures and with ample opportunity for wildlife sightings.
The Passage
Rough itinerary
All 59º North passages are very much subject to weather. We pick our routes based on the "correct" time of year to be sailing in the different regions we visit, and we always build-in enough time to give us some margin for weather windows. The skipper has final say on departure dates and weather windows, but generally speaking, the intinerary for this passage will look like this:
January 18, 2027
Crew arrive to FALKEN at 1300 in San Jose del Cabo, Mexico. FALKEN orientation followed by crew dinner. All crew stay onboard FALKEN.
Prep Days
Between the joining and departure dates, all pre-passage preparation, provisioning, and safety briefings will be completed. The specific pre-departure schedule will be outlined and posted onboard FALKEN by the skipper.
January 20, 2027
Scheduled departure, weather dependent.
February 2, 2027
Latest date (12:00 noon) for crew to depart FALKEN from Playa Flamingo, Costa Rica.
TRAVEL LOGISTICS
San Jose del Cabo
Playa Flamingo
Weather conditions
Expect a warm, tropical passage with steady trade winds at your back—generally settled and downwind sailing, though the Gulf of Tehuantepec can kick up lively, breezy conditions, so you'll want to time that stretch carefully.
In-depth analysis, by WRI
WHY 59º NORTH?
The best boats
Professional, well-paid staff
knowledge & community
Why it costs what it costs...
"As this was my first major passage, I wasn't sure what to expect. You have to have a lot of respect for people who choose offshore sailing for their profession. Erik and Ben were top-notch professionals, and my experience with 59º North was great!"
"If you are thinking about reefing—reef! The same logic applies to sailing with Andy and Mia: if you are thinking about sailing with them, stop thinking and GO! Andy and Mia are great sailors, leaders, teachers, cooks, and warm, intelligent, accepting people. No matter how many blue water miles you have under your keel, you will be a better sailor after your trip on ISBJØRN."
"Our voyage was interesting because both ISBJØRN (which I was on) and ICEBEAR traveled the same route at roughly the same time. We had Matt Rutherford as our captain and Ben Doerr as first mate, and they were both chill, fun, and always happy to answer questions and provide advice. I feel I got the experience I need with the ocean and Gulf Stream to pilot my own boat from Florida to Bermuda in the future, which was exactly my goal. If you are looking for blue water sailing experience and a fun adventure, I highly recommend that you sign up with 59º North."
"Sailing from San Diego to Cabo San Lucas with 59º North Sailing was an outstanding experience that I would recommend to anyone seeking offshore sailing combined with exceptional instruction and seamanship. The lead crew, Andy, Mary, and Ryan, created a professional and welcoming environment focused on safety, preparation, and teamwork. I came away with much more confidence in offshore sailing and a deeper understanding of ocean passagemaking. 59º North delivers an authentic offshore experience, expert leadership, and an adventure that builds both skills and confidence."
"The trip delivered on all my expectations and more. I wanted to experience sailing beyond my current boundaries, apply my skills, and learn from those around me. I felt able to embrace the whole experience because we had an excellent 59º North team that shaped us into a great crew on a well-prepared boat. If you are seeking ocean wisdom, you could not be in better hands."
"Andy & Paul were amazing from the practice sails to the race itself; I never thought I'd be able to participate in such an exciting event. I'd also like to thank Liz & Lee, your first mates, who were always on hand to encourage us, teach us, and swap stories. I came away with tremendous respect for ISBJØRN, her captain, and the excellent crew she attracts. I'm definitely coming back."
"Before 59º North I didn't know my bowsprit from my binnacle and suffered from low sailing esteem. After two weeks of 59º North, what a difference! As a longtime podcast listener, I arrived for my Bermuda to Horta transatlantic with high expectations, and they were all not just met but exceeded. I could not imagine a skipper and mate more professional and enthusiastic than Andy and Emma."
THE BOAT
Farr 65
'
FALKEN
'
🇬🇧
FALKEN is ideally set up for long-distance offshore sailing. We fully rebuilt the boat in 2022 to our exacting specifications and with the help of legendary yacht designer Bob Perry. She's comfortable belowdecks and each crew has their own dedicated sea berth & gear locker. On deck she has a huge cockpit which easily seats 10 people for our daily meals offshore, and allows for plenty of room to move about when handling lines and trimming sails. She's also easy to maintain, fast and fun to sail! FALKEN sails with 8 crew plus a Skipper & Mate and the occasional apprentice.