ocean nomads adventure impact community logo.

Leg 4 & 5 Expedition ON 2022/ 2023 | Sailing the WindWard Islands Caribbean

Adventure Travel & natural Nomad lifestyle discovery Sail

With Adventure, Impact & Community, on Classic Schooner SV Twister

west indies sailing
a woman in a bikini standing on a beach with a snorkel.
a view of the ocean from the deck of a boat.
a woman in a bikini swims under a net in the ocean.
a view of the ocean with palm trees and a sailboat.
a sail boat in the ocean.
a person is swinging from the side of a sailboat.
a sailboat in the ocean near a mountain.
the view from the deck of a sailboat with a mountain in the background.


Adventure Rating
Activity Level

Nomad lifestyle Discovery 

These two voyages planned around the holidays are a full ON discovery experience on nomad/travel lifestyle possibilities and mindset, adventure sailing on a classic, while exploring the most beautiful Caribbean Islands. This together with fellow (aspiring) nomads as stoked about creating a life nothing less they are capable of living. This trip is led by Suzanne and Jonatan, that live a life centered around travel about half their lives now. From Sailboat hitchhiking on +50 boats, across the Atlantic (x 4), hitchhiking across West Africa, hiking the PCT, building a tiny house on wheels and then live in it. Just to name a few memorable experiences they’ve done solo, and will be happy sharing about. This trip is a discovery of ways of life possible beyond doing the average things, a way to shift your mindset, and a way to get kickstarted with personal support, a boat load of inspiration, and of course full on action and adventure along the way. 
If you’re considering a whole new path in life centered around travel, adventure, and an ocean minded lifestyle, this trip is for you!


The image you have in mind from the Caribbean gets beyond confirmed once arrived.  The islands are blessed with tropical rainforests, stunning reef drops, waterfalls and adventure potential. It is as scenic above as below the surface. The Caribbean is a truly amazing part of our planet, full of character!  Scenic wise with all the happy coloured buildings, the tropical flowers and happy bird sounds. But the real characters are the people.

With dozens of authentic and unique island nations, the Caribbean calls for exploration time. The ONLY way to explore the Caribbean is by sail! With the trade winds from the east and the island chain going from north to south, turquoise waters and thousands of islands, bay and inlets, sailing conditions are just perfect.  You have to take the sea route to get the best sense of place and exploration spots.

The Route

We’ll be sailing the Windward Islands in the Eastern Caribbean. The windward islands are the Southern end of the eastern Caribbean island chain. From Martinique to Grenada. They are called windward because you had to beat to windward to get there from other islands. They lie across the easterly tradewinds which makes it easy and pleasant to sail north and south. That’s what we will do. 

On the route we find Martinique, St. Lucia, St. Vincent & the Grenadines, and Grenada. Three different island nations all deserving months of exploration on its own. 

On purpose, we don’t plan out the route in detail. Our captain and expedition leader have extensively explored the Caribbean by sail and know about the best and most remote anchorages to choose from. We make the best possible route, with for sure having the Grenadines part of the itinerary. We will go after remote turqoise bays in the Caribbean that can only be reached by sail. We’ll be sailing and snorkeling and exploring the crystal clear waters of the Caribbean seas, where the crowd can’t reach!

Distances between the islands are short. You can usually see the next one already lying ahead of you. That said, we will sail a few hundred miles to make the most out of this expedition! 

Everywhere in the Caribbean people are friendly, but Grenada, called ‘Greenz’ by the locals, really tops it. Everyone says good morning or good afternoon. People are genuinely interested in stopping for a chat. The food is amazing – we could eat callaloo soup the rest of our lives and still feel vibrant at 100! Grenada is comprised of one main island and six smaller ones. The ‘mainland’ has rainforests, mangroves, marine parks, an underwater sculpture park and giant leatherback turtles. Carriacou is a small, idyllic Grenadian island with great diving. It’s also called the “spice island”. Cinnamon, turmeric, nutmeg, cacao, moringa, and vanilla are available in abundance! Cool town: St. Georges, the capital.Must do: Hash Run on Saturday, Grenada Sailing Week, and a chill-out session in Carriacou.Must eat: Oil down, callaloo soup, roti and local made organic chocolate.

St. Vincent and the Grenadines

The water cannot get more turquoise than in the Grenadines. Because of its many islands scattered throughout the Caribbean Sea, and the logistical challenges of reaching them, this is where we definitely want to sail! The Tobago Cays are a spectacular protected marine park and legendary for kitesurfing.Cool town: Clifton in Union IslandMust do: sailing and kitesurfingAwesome Beach: Jack Sparrows beach on ‘Petit Tabac’Must eat: Coconuts and red banana.

St. Lucia

This is one of the busier islands in the WindWard Islands. Rodney Bay on St. Lucia is the most advanced location for recycling facilities and waste disposal. Must do: Anchor, dive, hike, and have a chillax session at the hot springs around the PitonsCool town: Soufriere. The vibe is a lot busier and more commercial in the north, while the south is much more authentic and absolutely gorgeous.


As it is French territory, you’ll spot people walking around with the stereotypical baguette under their arm. It’s a well-developed island with plenty of shops and facilities, making it a popular place for provisioning and sourcing things. Martinique is one of the islands we have not personally explored inside out. We’d love to do that together with you!



Adventure, Activity & Lifestyle on board

Imagine jumping into warm turquoise waters just seconds after you wake up. Eating a freshly chopped papaya for breakfast, having consistent 15-20 knot breeze when sailing to the next island, and if we’re lucky spotting a whale or dolphins, do a  boat swing,  hiking up a hill for the view, climbing a palm tree for a coconut, and enjoying a sunset chillax with that coconut and green flash on the horizon. You can work on your swimming skills immersed in the evening bioluminescence, with the starry sky above you making wishes.

That’s just one example of a day on board SV Twister in the Caribbean. Each day you’ll experience something new, whether it’s spotting ocean wildlife, discovering a new island or trying some of the best local Caribbean cuisine.

Ocean Nomads trip are beyond ‘the usual’ sailing holiday. It’s and adventure experience aimed at making the dream lifestyle reality, not just for the time with us but beyond all that. Incorporating the Ocean Nomads values, of community, exploration, and positive impact into the elements of the trip. Ocean Nomads trips are always hands-on, everyone helps with the running of the ship. 

With Suzy on board as certified Freedive Instructor, she also happily teaches some freedive basics to level up your underwater exploration time and experience.

On this route we find the islands where the traditional Caribbean wooden sloops are being build: Carriacou and Petit Martinique. 

We’ll touch remote islands that can’t be reached any other way than by boat. Wherever we go we leave the places cleaner than we find it. Beach clean ups are part of the routine, not ‘just’ incorporated as an event.

Read more about the ON value and trip operations on the big Expedition ON overview page.

This is a muti-adventure trip. But ofcourse, you’re always welcome to chill and read a book or just do nothing, but BEing.


A consistent 15-20 knots is present pretty much all days. Perfect for cruising! The water temperature is around 28 degrees and makes board short and bikini kiteboarding and snorkeling possible. Is it a dream? Yes, and one to make real!

a view of the ocean from the deck of a boat.
a woman in a bikini standing on a beach with a surfboard.
a view of the ocean with palm trees and a sailboat in the distance.
a woman is drinking a coconut in front of a tree.
a plate of pineapple on a boat with a sailboat in the background.
a palm tree is silhouetted against the sunset.
a beach with a palm tree and boats in the water.
kitesurfing in the caribbean.
calendar, icon
sailboat, green background
Nautical Miles
sailor, hat
Nomad Spots

“During my interview call with Suzanne for ExpeditionON with Twister last summer, I immediately knew I wanted to join the Ocean Nomads network and sailing adventure. Her energy and values were exactly what I was looking for and I could NOT wait to get onboard and meet everyone. As soon as I hung up the phone I thought to myself “This trip is going to change my life”…. and it sure did. So I packed up my life into a duffle bag a few months later, boarded Twister in Madeira and set sail towards The Canary Islands. 

Long story short, after I hopped on Twister and sailed off into the sunset, I was surrounded by amazing people and had the complete feeling of freedom I had hoped for. With little convincing from fellow ON members during one of the monthly meetups, I also decided to take their advice and spend the winter in the canaries. This included…renting a caravan  with fellow Nomad Cay, sailing on Bluepearl with Captain Wolfgang , Thomas, Robert, Kyra, and meeting Jacky, Eoin, Luca, Sael and of course Suzanne.

My lifelong dream has been to spend time outside of the US, explore different places, meet , new people and just live somewhere different than what I grew up with. If you told me this time last year that I would have spent the better part the last 365 days sailing around The Canary Islands,surfing in Ireland, sleeping in a van ALONE in England and writing this newsletter on an island in the Adriatic Sea, I would have rolled my eyes at you.  But after joining Ocean Nomads a little over a year ago my life has done a complete 180° ( in the best way possible) and I have the network and so many of you to thank for that!” – Brianna

ON Expedition Leaders

Suzanne van der Veeken

Ocean Nomad, Adventurer, Captain & Freedive Instructor

Hi! My name is Suzanne and I’m super excited to sail across the Atlantic and Caribbean with a group of Ocean Nomads! A little about me. Half my time on this planet, I’ve been living a nomadic ocean minded lifestyle, navigating ocean and coastlines by sail, van, surf and mermaid fins. I hitchhiked 30.000 miles on sailboats and now slow travel coastlines living in my van. I wrote the Atlantic ocean travel guide Ocean Nomad and founder of the Ocean Nomads community. The mission: Connecting you to ocean, and to cultivate and encourage a simple, natural, conscious way of life. I’ve spent some winters in the Caribbean before, and I can’t wait to share this magic with you! 

a woman holding a coconut on a boat.

Jonatan Bjorkman

Advanced Hitchhiker, Long Distance Hiker, Full time Vanlifer, Banana Pancake Professional

Hello fellow nature vagabonds! I couldn’t be more excited to partaken in such a great adventure and life experience on a sailboat with a great bunch of you ON.

My name is Jonatan and I’m from an island in Sweden. Travelling and being on the road without knowing what tomorrow brings has been in my DNA most likely since birth. Still don’t know from whom but things like cultural exchange, hitchhiking, vanlife, hiking, diving, skiing, kitesurfing, freedive, surfing to name a few has brought me to the most wonderful places and meetings in my life. And it’s just the meetings and the sharing thru life story’s that has been the most memorable thing. We know that Caribbean going to be amazing but I together with you will create wonderful memories together.

a man standing on the deck of a sailboat.

Say Hi!

a sail boat in the water.

The Vessel

SV Twister

Home port : Harlingen, Holland

Year built : 1902

Displacement : 88 tonnes

Length overall : 36m/118′

Draft : 2.8m/9’2″ Beam : 6.2m/20’3″ Rig : Schooner

Sail area : 332.5m/1090’8″

Number of sails : 6

Engine : Mercedes Benz 300 PK

Total number of berths : 22

Bathrooms : 2

What does Previous Ocean Nomads crew say?

Still smiling at the memories! Met – and still talking to – some lovely people. Refreshed my nautical skills (helming, navigation, astro identification, etc.) Shared some great experiences through conversation, music, stories, yoga, cooking together, seeing ocean wildlife, and so much more!

a silhouette of a man looking at the ocean at sunset.


Expedition ON '21

"The experience on twister with other Ocean Nomads was just really beautiful and I felt connected for the first time in decades, I felt part of a community and had companionship. I was so happy that it’s so all inclusive of gender race religion nationality and most importantly age. It has connected me with like-minded people of all ages and being very transformational personally because my life has been incredibly isolated as a single parent Who works from home. I can honestly say October and November I felt happy and free for the first time in maybe 22 years.  It gave me everything I was looking for. It has opened up so many possibilities to meet new people with similar vibes, including connection, companionship, purpose and being one with nature." 

a woman sitting on a boat reading a book.


Expedition ON '21

“In my opinion Ocean Nomads sailing adventure are: 1. A reward for the senses by discovering incredibly beautiful places and breathtaking sceneries. 2. An unbeatable way to get introduced into the nice world of sailing, 3. An open window to learn watching our world and the people from another more conscious perspective. I see Suzanne as an inspirational person who, with her example, inspire others with ideas and proposals to define or redefine life projects and use inner energy for more noble purposes. Our oceans need strong committed people like her to advocate for our natural resources and leave them intact for the generations to come.” 

an aerial view of a boat with dolphins in the water.

Jose Maria Perez

Sicily 2018

"The sailing with such a beautiful ship. It is absolutely breathtaking to sail a tall ship and minimize the use of the motor as much as possible.

I joined the Twister Expedition to share my knowledge as a marine scientist studying cetaceans. I look at the sea a little differently than most sailors do, so it is beautiful to be able to share this knowledge and viewpoint since I believe science is not only for scientists.

There are many things that sailors and Ocean Nomads can do to help as citizen scientists.

Small tasks such as collecting data on cetaceans (Whales and Dolphins) on a sail can have a large impact in the management and conservation of species. 

an aerial view of a boat with dolphins in the water.


Expedition ON 2021

"It’s amazing how many awesome friends you can make, and how much just one week on an ON trip can change your life"

an aerial view of a boat with dolphins in the water.


Canary Islands '19

“Good sailing experience that makes me feel more confident on open seas.
Made good connections to nice people and got valuable insights for my master plan.”  

a man is standing on the deck of a boat.


Expedition ON '21

This was one of the most epic experiences of my life so far, and I can tell it is just the beginning.  The ocean has taught me so many lessons…to embrace all experiences (even seasickness), not worry so much, and just be in the moment. Two weeks without connection to the outside world was absolutely glorious. I feel reset. After a very fragmented life the past few years, being around a crew of 17 people every day was amazing…to interact naturally with each other, feel a part of a family of diverse ages, nationalities and backgrounds…I learned so much from these amazing humans. My heart feels so full.” 

a young woman climbing the mast of a tall ship.


Expedition ON '21

“Last summer I had my first sailing experience on an Ocean Nomad Sailing Trip in Spain. I initially signed up for one week, but ended up staying 1,5 months, and sailed as part of the crew from Northern Spain to the Canaries Islands. On this trip, I met a lot of like-minded people with similar goals and dreams. I also realized that it is possible to learn sailing in a low-key, affordable way. After this trip, I got so inspired that I decided to buy my own sailboat. After some research, I decided to buy a previous sailboat of an Ocean Nomad friend that I just met, and together we sailed the boat from Ireland to Spain. Without Ocean Nomads this would not have been possible. So if you are slightly interested in sailing, the ocean, meeting like-minded people, join!"
a man is standing on a sailboat with a sail in his hand.


Galicia '21

The most unforgettable week. The trip preparation and the crew members turned what would otherwise be an adventure into something a bit more special. I took part in two ocean nomads trips so far. To say it was life changing sounds dramatic but it really was. Being able to share time and experiences with people with different backgrounds but of a similar mindset was incredible. I like to think that I can have and help contribute to a similar experience for myself and others as a member of the Flotilla crew.” 

a group of dolphins swimming in the water.

Ben Clipstone

ON Lanzarote & Galicia

“The things I like the most about trips with Ocean Nomads is the mix of different nationalities, ages and levels of experience. With these trips, there’s always a general plan but also plenty of opportunity for spontaneity to have a real adventure!”

a woman reading a book on a boat.

Louise Agren

Croatia 2019 & Madeira-Canary Islands 2021

Connect with trip alumni & other ocean adventurers on our member network

Are you ready to be part of the Expedition ON crew?

Learn about the Ocean Nomads trip Values and Expectations

We are a global vagabonding community of impact-driven travellers, sailors, (free)diver, surfers, and active salty souls passionate about the ocean and driven to not settle for anything less we’re capable of living and contributing.


Scroll to Top