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?

The best boats

Professional, well-paid staff

knowledge & community

Why it costs what it costs...

"It was an honor to be onboard FALKEN for her crewed maiden voyage. We sailed in challenging conditions on our 5-day romp in the English Channel, with the crew rising to the occasion inspired by our skipper, Nikki, and first mate, Alex. If you want to experience real-world offshore life under expert supervision with like-minded folks, look no further than 59º North."

Karl Westman
|
2023-11 | FALKEN | Reykjavik-Kinsale
United States
|
🇺🇸
3,931
Miles sailed
4
Passages sailed

"Huge thank you to the 59º North Team, especially Captain Emily and First Mate Mia, for taking me and our crew safely across the Atlantic Ocean. A daunting dream turned into an amazing reality under the expert supervision of a skilled and experienced team, on the beautiful, fast, and well-equipped boat, FALKEN. I feel very grateful to have met and worked with the wonderful, international crew aboard. I learned so much and I'll be back for more!"

Jillian Feberwee
|
2025-2 | FALKEN | Las Palmas - Antigua
Canada
|
🇨🇦
3,046
Miles sailed
1
Passages sailed

"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."

Rob Stassen
|
2019-5 | ISBJORN | Key West-Bermuda
Canada
|
🇨🇦
1,282
Miles sailed
1
Passages sailed

"59º North runs the most professional offshore training program you can find, and it shows in their professionalism, leadership, skill, and service. I felt honored to be part of the maiden voyage of FALKEN—she's a beauty, and the 59º North refit crew did an amazing job! Shout out to Nikki Henderson (Captain) and Alex Laline (Mate) for inspiring, knowledgeable, and caring leadership. I can't imagine having a better experience with any other."

Alexander Rawson
|
2023-1 | FALKEN | OFFSHORE TRAINING CAMP, SOUTH COAST UK
United States
|
🇺🇸
1,253
Miles sailed
1
Passages sailed

"My time on FALKEN crossing the Atlantic was highly rewarding and incredibly enjoyable. The trip was routinely challenging and always a lot of fun, allowing me to stretch myself and enjoy being absent from the rest of the world for a time. Unforgettable."

John Dinner
|
2024-3 | FALKEN | Cape Verde-Barbados
Canada
|
🇨🇦
2,175
Miles sailed
1
Passages sailed

"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."

Paul de la Iglesia
|
2019-3 | ISBJORN | RORC Caribbean 600
United States
|
🇺🇸
258
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

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.

65,147
Miles sailed
About the Boat
FALKEN

packing lists & notes

No items found.
"The 3 most important things are attitude, attitude, and attitude. Because if the attitude is right, you survive and you learn everything you don't need to learn."
Tapio Lehtinen
Andy Schell's ON THE WIND Podcast, #398

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