2027-5 | FALKEN | Cayman Islands-Key West
(Note that we offer a % discount if you pay by cash/bank transfer.)
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.
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 have been on two 59º North voyages—Antigua to Cartagena on FALKEN and Sail Training Camp on ISBJØRN in Norway last May 19-26. What I love about sailing is the absolute focus and concentration required for those fleeting moments of joy when it all comes together perfectly. Fair winds, good sails, a sturdy boat are all I want—the rest is a distraction."
"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."
"This was my second trip with 59º North, my first being a fantastic heavy weather crossing of the Irish Sea on ISBJØRN. I signed up for the Canary Islands to Caribbean trip, thrilled to be chosen as crew. The attention to detail in equipment, vessels, and crew at 59º North is world class, making ocean sailing both safe and unforgettable. I will definitely be sailing again with 59º North."
"Some of us seek out more meaning through travel rather than escaping from life. We want to be stronger tomorrow than we are today."
"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."
"I have been sailing for 60 years, mostly as an inshore one-design racer, and had never had the right boat, expertise, or opportunity to go far offshore. The Annapolis to Bermuda passage on ICEBEAR far exceeded my expectations—the skipper and mate were very knowledgeable, and ICEBEAR is a solid, sea-kindly vessel that is surprisingly fast in light air. Our crew of seven strangers became a cohesive, friendly, and competent group, and I’m grateful I got to put into practice the celestial navigation knowledge I gained from Andy and Mia’s 2020 seminar. I hope to make another passage with 59º North in the future."
"Having sailed on ISBJØRN in 2019 from Puerto Rico to Key West, I was excited to join another 59º North passage. Meeting the crew in Las Palmas for the trans-Atlantic passage on FALKEN was a fantastic experience, sharing cultural perspectives and sailing knowledge with people from six different countries. I learned so much, from safety procedures to specialized sail trimming, and made great friends on that journey."
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!