2027-5 | FALKEN | Cayman Islands-Key West
Join FALKEN in Grand Cayman for the run around the west end of Cuba and on up to Jimmy Buffett's spiritual home in Key West, Florida. It's been almost ten years since we last sailed into Key West and it's one of the more memorable landfalls as you sail past Mallory Square and into Key West's historic seaport.
SAILING STAFF
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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:
March 14, 2027
Crew arrive to FALKEN at 1300 in Grand Cayman, Cayman Islands. 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.
March 16, 2027
Scheduled departure, weather dependent.
March 21, 2027
Latest date (12:00 noon) for crew to depart FALKEN from Key West, United States.
TRAVEL LOGISTICS
Grand Cayman
Key West
Weather conditions
Mid-March on this passage usually feels warm and pleasant, with steady trade winds giving you a lively, downwind-leaning sail and a bit of swell to keep things interesting—generally settled, but always keep an eye out for the odd front sneaking down.
In-depth analysis, by WRI
WHY 59º NORTH?
ambitious sailing schedule
The best boats
WOMEN BUNKS GUARANTEED
Professional, well-paid staff
knowledge & community
Why it costs what it costs...
"I'm still processing everything I saw, felt, learned, and experienced over those 17 days, but there are a few things I wanted to express before the land sickness wears off and I return to my landlubber life. Your Skippers and Mates created an environment of calm, comfort, and confidence that washed away any apprehension I had about joining seven strangers on a 1600-mile round trip. I am blown away by their depth of knowledge, not only of sailing but also in teaching a crew of widely different experience levels without a hint of condescension. I would not hesitate to sail with them again, and we're already scoping out future dates on the cal."
"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."
"I really didn’t know what to expect on my trip. I knew it was going to be about 800 miles, the Bay of Biscay is notoriously challenging, and there was a remote possibility of orca attacks. Thankfully, we were safe, but the Bay of Biscay did not disappoint, and we logged more than 1,000 miles. Our skipper and mate, Nikki Henderson and Emma Garschagen, far exceeded any expectation I had, and at no time did I ever feel unsafe, which allowed me to fully take in every experience. I learned a ton, had a great time, and left with a new sense of confidence that I never expected."
"A fairytale on top of the world, traveling from charming island to island on our trusty steed and home, SPICA. Andy will need to get a wizard's hat for the next voyage."
"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 experience was more than I hoped for in every way. I felt completely at home on the open water in our mighty vessel and with a wonderful crew that quickly became family. All of the staff at 59º North were kind, professional, fun, knowledgeable, and friendly. I will be back!"
"Sailing on ISBJØRN with Captain Naxo during the Sail Training Camp was an incredible experience. His ability to adapt his teaching to each person's skill level built confidence throughout the crew and turned us into a cohesive team. I wholeheartedly recommend 59º North and Captain Naxo."
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.
packing lists & notes
Packing Notes
Start here when planning your packing for sailing with 59º North. This list includes the general basics for all of our passages. The passage-specific packing lists offer more details.
Tropical Offshore Packing List
This will be a tropical passage, so expect hot & humid conditions and light, sun-protective clothing! There's not much shade on any of our boats, so you'll want sunscreen, hats & visors. Good chance for a mid-ocean swim if conditions allow. Check the specific packing list for more details, but generally these passages are HOT!