2027-5 | FALKEN | Cayman Islands-Key West

Mar 14, 2027
Mar 21, 2027
$7,200
8
Days
575
NM
Grand Cayman
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

Andy
Schell
SKIPPER
Andy Schell
Ryan
Finstad
MATE
Ryan Finstad
Phoebe
Rogers
MATE
Phoebe Rogers
Aidan
Gray
MATE
Aidan Gray
Paul
Exner
Paul Exner
James
Austrums
CREW
James Austrums
Shy
Miller
Shyah Miller
Chad
Lanoway
APPRENTICE
Chadwick Lanoway
Jenni
Hellpap
Jenni Hellpap
Delaney
Vorwick
SKIPPER
Delaney Vorwick
Laura
Parent
MATE
Laura Parent
Philippa
Rytkönen
Philippa Rytkönen
Vinny
Mattiola
Vincent Mattiola
Matt
Rutherford
Matt Rutherford
Simon
Borjeson
Simon Borjeson
Emily
Caruso
SKIPPER
Emily Caruso
David
Björkqvist
APPRENTICE
David Björkqvist
Ben
Doerr
MATE
Benjamin Doerr
August
Sandberg
SKIPPER
August Sandberg
Chris
Kobusch
SKIPPER
Chris Kobusch
Sean
Westoby
SKIPPER
Sean Westoby
Liz
Karamavros
MATE
Liz Karamavros
Vilma
Ihalainen
MATE
Vilma Ihalainen
Emma
Garschagen
MATE
Emma Garschagen
Naxo
Tomey Roca
SKIPPER
Naxo Tomey Roca
JoJo
Pickering
SKIPPER
Jojo Pickering
Adam
Browne
MATE
Adam Browne
Erik
Wängberg Nordborg
SKIPPER
Erik Claes Wängberg Nordborg
Andy
Schell
SKIPPER
Andy Schell
Manot
Berger
SKIPPER
Manot Berger
Tim
Danielson
MATE
Tim Danielson
Nikki
Henderson
SKIPPER
Nikki Henderson
Jon
Amtrup
SKIPPER
Jon Amtrup
Mary
Vaughan-Jones
SKIPPER
Mary Vaughan-Jones
Alex
Laline Ruiz
SKIPPER
Alex Laline Ruiz
Nat
Chaves
APPRENTICE
Natalie Chaves
Mia
Karlsson
MATE
Maria Karlsson

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

Professional, well-paid staff

knowledge & community

Why it costs what it costs...

"I can’t say enough good things about the camp, August, and ISBJØRN. The format is perfect for someone like me—I’ve done some sailing, but not enough to feel comfortable on a passage. August is an amazing teacher and so patient! I learned an incredible amount and feel ready to take on a passage with 59º North."

Susan Wareing
|
2023-5 | ISBJORN | Offshore Training Camp 4 // Bergen, Norway
New Zealand
|
🇳🇿
4,717
Miles sailed
5
Passages sailed

"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!"

Lucinda Kemmet
|
2025-1 | ISBJORN | Bergen - Faroe Islands
United States
|
🇺🇸
540
Miles sailed
1
Passages sailed

"It was such an experience! Meeting all the people and being part of the crew is something very special. We were so lucky to spend the passage on FALKEN; the nature and weather gave us the best, and I really wish it could have lasted longer."

Margit Charlotte Rosengren
|
2025-5 | FALKEN | Panama-Galapagos
Sweden
|
🇸🇪
980
Miles sailed
1
Passages sailed

"I'm AKA Andy’s Dad, so my opinion of the skipper may be slanted a bit. I admit to being wrong on my initial reaction to FALKEN—at first sight she seemed like a hard-to-handle race boat, but she is easy to handle and shrinks once you get used to her. The refit work done below is flawless, with comfortable bunks, a spacious galley, and plenty of storage. A trip with 59º North on any of their boats is truly a life-changing experience. Highly recommended!"

Dennis Schell
|
2025-6 | FALKEN | Galapagos - Marquesas
United States
|
🇺🇸
7,645
Miles sailed
7
Passages sailed

"I highly recommend the experience of doing a passage on ISBJØRN. I gained valuable offshore experience on a fine boat, learned how Andy and Mia competently manage their boat, learned about celestial navigation, and had a great time doing it. Completing ISBJØRN's first back-to-back 200 mile day passage was a smokin' fast bonus!"

Reed Ellis
|
2017-3 | ISBJORN | Grenada-St. Croix-BVI 2017 ISBJORN
United States
|
🇺🇸
393
Miles sailed
1
Passages sailed

"Cruelling and unforgettable! I knew I would be inspired by Nikki and Alex—true professionals—but it was the inspiration I took from my crewmates that will stay with me for a lifetime. As a blue water cruiser, this experience definitely made me a better ocean sailor!"

Douglas MacDonald
|
2025-1 | RACING | RORC Caribbean 600
United States
|
🇺🇸
4,687
Miles sailed
4
Passages sailed

"I had an unbelievable sailing experience aboard ISBJØRN with Naxo as skipper and David as apprentice. They took special care to accommodate everyone's wants and needs, and we sailed every point of sail, practiced MOB drills, docking, navigating, trip planning, and weather forecasting. The food was hot, plentiful, and varied, even during our cold offshore passage. I plan on doing this trip again and recommend that you do too. Thanks to 59º North, Naxo, and David."

Daniel Thompson
|
2026-1 | ISBJORN | Sail Training Camp #1
United States
|
🇺🇸
1,285
Miles sailed
2
Passages sailed

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.

65,767
Miles sailed
About the Boat
FALKEN

packing lists & notes

No items found.
"You've got it in you, alright, everyone's got it in them, it isn't a special dispensation from a selective Providence. It is just a question of whether you have the guts to apply it. It struck me that I must be pretty dumb, for most people come by it naturally, but I had to sail across thousands of miles of ocean to find out that courage is the key to living."
Ann Davison
My Ship is So Small

FAQS

The FAQs on the right are the ones most pertinent to this specific passage, and most of what you need to know you'll find in there. If you don't find it there, click the button below for all FAQs, or you can always get in touch and ask us directly!
ALL FAqs
Contact Us
What to Expect Offshore

What’s included in the crew fee?

What happens after I signup to sail with 59º North?

What can I expect to learn on a 59º North trip? Do I get a certificate?

How much experience is required to sign on for a passage?

How long are the watches?

Will I be able to communicate with friends or family during the passage?

Do you have Starlink?

How do we make travel plans given the uncertain nature of ocean sailing?

Celestial Nav: Do you have the tools and books so I can practice offshore?

Contact us