Join modern yacht Kairos for a hands-on Atlantic crossing from Horta in the Azores to Portimão on Portugal’s Algarve coast.
Sail from the mid-Atlantic to mainland Europe aboard Kairos and experience life as part of a working offshore crew. This is a proper passage at sea, with long days under sail, shared watches, and the steady focus of a yacht making miles across open water. It offers the chance to build confidence offshore, gain meaningful sea time and experience the Atlantic in a direct, practical way.
This voyage is ideal for sailors who want to spend extended time at sea and take an active role on board. Previous sailing experience is useful, and a good level of fitness and seaworthiness is required. Under the guidance of an experienced skipper and crew, you will stand watches, steer, trim sails and assist with navigation as Kairos makes her way toward the European coast.
- Private ensuite cabins
- Shorter Atlantic Crossing
- Island hopping
- Professional crew
- Great for adventurers
Need some help?
Talk to the team
Telephone: +44 (0)1872 487288
Email: [email protected]
WhatsApp: +44 7804 472592
Your Sailing Area
Azores to Portugal
Joining Kairos in Horta places you in one of the Atlantic’s most storied sailing ports. Located on the island of Faial in the Azores, Horta has long been a gathering point for crews preparing to cross oceans. Painted marina walls, ocean-facing cafés and the constant movement of yachts arriving and departing give the harbour a distinctive atmosphere. After settling on board and preparing the yacht, lines are slipped, and Kairos heads south, leaving the volcanic islands astern and setting a clear course for mainland Europe.
The passage to Portugal covers roughly 1,000 nautical miles of open Atlantic. Once clear of the islands, the horizon stretches wide in every direction, and the focus turns fully to life at sea. Watch systems structure each day and night, with time spent at the helm, on lookout, trimming sails and assisting with navigation. Conditions often begin with steady winds and long ocean swells before gradually shifting as the yacht approaches the European shelf. Wildlife encounters are common, with dolphins frequently accompanying the yacht and the chance of spotting whales or seabirds far from land.
Approaching Portimao on Portugal’s southern coast from offshore, the coastline appears first as a low line on the horizon before the golden cliffs and long beaches of the Algarve come into view. Kairos enters the wide mouth of the Arade River and makes her way to the marina, where the voyage concludes. Portimão is a relaxed and welcoming harbour town with a historic centre, waterfront cafés and good onward travel connections. After days at sea, stepping ashore here brings a satisfying close to a true offshore passage.
Things to note
Sailing vs Shoretime
Nightwatches?
Travel insurance notes
As this is an active adventure holiday, we advise that everyone has the appropriate personal accident travel insurance whilst onboard in addition to standard travel insurance which would cover you in the time between making your booking and departing for your adventure. These policies can sometimes be combined so please check with your travel insurance provider.
Please read more information on our Insurance guidelines page.
This voyage will be more than 12 miles offshore.
*Please note passengers sailing on Chronos, Rhea or Kariós do not require personal accident cover, only health insurance.
Our sailing holidays on board Kairós are ones of style and comfort while exploring sunshine destinations and unforgettable locations.
Sailing with Kairós is certainly one of comfort and relaxation. Think of a boutique, intimate, classic sailing experience where nothing is too much trouble. Her dedicated and professional crew is highly trained and well-versed in smooth sailing operations.
Getting Involved
She has an impressive sail area, and her rig is electronically operated with retractable sails, so there is no need to “learn the ropes” here! Her crew are always on hand and happy to discuss the sailing operations with guests.
Although there is less focus on the “hands-on” sailing of Kairós, the Captain and crew offer interesting sailing talks and information briefs for guests during the voyage. Learn about the boat’s history and sailing terms, and even take a tour of the engine room if you fancy! Understanding these elegant classic vessels and feeling their power with the wind is truly an unforgettable experience.
Sleeping and Relaxation
Every space on Kairós is considered with the guests at the forefront of all design. From the spacious saloon, private ensuite cabins clad in tropical wood, to the sweeping open decks with plenty of sun lounging spaces.
The generously proportioned cabins all have plenty of luggage storage, full-size domestic showers and air conditioning units. Kairós has six double cabins and one smaller double ensuite (great for younger couples or solo travellers). Kairós cabins are named after the owners’ love of classic boats, of course; each cabin is given a different classic boat name (Eleanora is his favourite!). This matches the allocated swim towel set for guests, so if you leave it drying on deck, a crew member will deliver it back to your cabin when it’s dry.
Daily cabin service is also part of the offering. A crew member will make your bed and freshen your bathroom every day. If you want a towel change or a complete cabin clean, just leave the relevant sign on the cabin door!
Cabins explained…
Deluxe Cabin: This cabin features one large double bed and an ensuite with a walk-in shower.
Small Double Cabin: This cabin has one small double bed, an ensuite toilet, and a shower wet room. It is suitable for solo travellers or two young guests.
Dining Aboard
Although the day is punctuated by meal times, you certainly don’t feel like you’re running on a schedule. The relaxed nature of both the boat and the crew gives a perfect balance.
Depending on the voyage location, the daily routine can vary and be flexible, according to the group’s wishes. Perhaps sit back and relax as the crew sets sail to another remote anchorage to enjoy a freshly cooked lunch and the onboard water toys! Or spend the morning swimming in a secluded bay or exploring an ancient port city before setting sail to a new location.
Start the day with a continental buffet-style breakfast, then a light 2-course lunch at noon, coffee, tea, and cake in the afternoon, before finishing the day with a freshly cooked dinner. For every voyage on Kairós, guests enjoy a meal ashore at their own expense to really immerse themselves in the local culture and cuisine. Guests tend to go off in their own groups, but sometimes, the crew can join in if guests are unsure of the best spots!
A typical Day
Generally, after breakfast, Kairós will spend a few hours sailing to a new destination where guests can either explore ashore or swim from the boat. Guests can go ashore usually every 1-2 days. On her longer passages and Ocean crossings, she will spend consecutive days at sea.
Water-toys
For those water lovers with a sense of adventure, Kairós has a multitude of water-sport activities and equipment available for guests on her standard voyages (not crossings/passages). Adult-size snorkelling equipment is available for guests to use free of charge.
Water skiing, wakeboarding and tube riding are all chargeable once on board. Kairós offers this at a moderate price and suggests an average of 10% of the voyage price to serve as a guide for consumption. The onboard currency is EUROS, and guests can open an onboard account that can be settled at the end of their voyage.
Sample menu
Please note that this is an example of what you may be served.
LUNCH
Starter
- Quiche Lorraine
- Bresaola carpaccio
Main Course
- Fettuccine Alfredo, parmesan cheese & Italian herbs
- Chicken Caesar salad, parmesan cheese, avocado & croutons
Dessert
- Fruit salad, lime juice, vanilla & cinnamon
- Yoghurt ice cream – coconut, mango
DINNER
Starter
- Mozzarella, tomatoes & fresh basil
- Soup – Coconut, zucchini & ginger
Main Course
- Swordfish Provençale, oregano & dry Vermouth
- Beef Burgundy, mushrooms, carrots & herbs
Dessert
- Crème brûlée
- Chocolate mousse tart with wild berries
- Full Board* (breakfast, lunch, dinner, filter coffee and tea)
- All bedding (pillow, sheets & duvet), wash and swim towel per person
- Full crew plus tuition
- Marina and fuel fees
- All tender trips to and from the boat
- Lifejacket
- Adult snorkelling equipment
- Stand-up paddle-boards
WHAT’S NOT INCLUDED
- Alcohol and soft drinks
- Waterproofs
- *One meal is eaten ashore at the guest’s own expense
- Any flights
- Transit hotels
- Travel Insurance
- Sailing Insurance (Please read our Sailing Insurance page for more information)
- Crew tips
- Personal expenses
- All other water sports
Please consider travelling as light as possible. There is no storage for rigid/hard cases. Please pack your items in a soft bag or rucksack, something that can be packed flat or rolled up. Ones with wheels are fine, but no rigid cases, please.
We recommend a travelling-light approach with lightweight, easy-drying layers. Below is a list of recommended items. It can be a few degrees colder out at sea; please bring layers even if the forecast seems like a warm week. These are not mandatory, and those who have sailed before may have their own preferences!
- Flight tickets
- Identification cards: Personal ID card and/or passport, driver’s license recommended
- Money: Cash, credit card
- Personal medication
- Sun protection gel, after-sun/sunburn lotion, sunhat or equivalent
- Glasses, sunglasses
- Your favourite book!
Bed linen, bath and beach towels, life jackets, and snorkelling equipment, including fins, are on board.
Dress on board is casual during the day (T-shirt and shorts) and smart-casual in the evening and at the Captain’s Dinner. Swimwear is not permitted during meals or below deck. Please observe the local customs for shore excursions.
- Swimwear (a swim towel is provided)
- T-shirts, polo shirts, blouses and dress-shirts (also long-sleeved)
- Long trousers for the journey and excursions to the shore, one or two long trousers and shorts for the dinners and the visit to the restaurant
- Shorts/dresses
- Trousers and shorts are recommended for women due to the steep stairs and boat transfers.
- A light pullover or a fleece for the evenings
- Wind-/rain jacket and a cap
- We ask that you wear anti-skid sport/boat shoes/trainers on board.
- Bring a pair of flip-flops or sandals for visits to the beach
- For trips to the shore, we recommend you wear sturdy shoes/trainers
- FOR CROSSINGS ONLY Sailing waterproofs – recommended only for crossings and the Azores in spring/autumn
- FOR CROSSINGS ONLY Sailing/rubber waterproof boots are advisable for the crossings and the Azores in spring/autumn.
Travel Documents
- Please assume full responsibility for checking and verifying any passport, visa, vaccination, or other entry requirements for the country/as required.
From: Horta
To: Portimão
Getting There
Horta, Faial, Azores
BY AIR:
Horta airport is an 18 minute bus ride into Horta operated by Farius that runs 4 times daily, Monday-Friday. Flights with changes go to Horta airport from London Heathrow, London Luton, London Stansted, London Gatwick and Manchester with SATA and TAP Air Portugal.
Kairós
Guest berths: 14 Rig: Bermuda Schooner
This beautiful schooner is the creation of Andreas Steidle-Sailer, a passionate sailor and visionary with a love of classic yachts. He realised that sailing on board beautiful classic yachts was often accessible only to the super-rich and wanted to create an opportunity for anyone to sail in luxury on a modern yacht with classic lines. He teamed up with Klaus Röder in 2007, who based his design on a classic yacht whilst staying true to modern-day schooners, built for performance sailing and guest comfort.
Kairós offers cabin charter berths for up to 14 guests. She has six private en-suite double cabins (all named after iconic classic yachts) with full walk-in shower cubicles, and one small double cabin with a wet-room ensuite. All her cabins have complete air conditioning, teak interior finishes, and full-size double beds. There’s a bar and navigation station in the midships, and below decks, she has a large saloon area with comfortable leather seating and dining.
Built with ultimate comfort in mind, the deck’s outline is teak and mahogany, with plenty of space to sunbathe, read a book and enjoy the views. All the sails are electronically retractable, so there is no need to “learn the ropes” here! An admiralty ladder provides the perfect place to jump off into the warm Mediterranean waters, swim, and climb back aboard easily. Kairós also offers her guests the option to use her paddle boards, snorkelling and water sports equipment!
Deck plan
More about Kairós
Are all meals included?
Yes, all meals* on board are included in the price (breakfast, lunch, dinner and filter coffee and tea) *One meal per week is eaten ashore at the customers own expense.
Can you cater for dietary needs?
Meat eaters and vegetarians only please.
Are there any added extras?
One meal is eaten ashore at the guests expense. Alcohol and soft drinks are not included but can be added to your account on board. Water-sports are not included.
What are the sleeping arrangements?
Kairós has 6 Deluxe Double Cabins Ensuite (10m2) and 1 Standard Double Cabin Ensuite (8m2) (suited to younger sailors and solo travellers).
Is there a porthole in my cabin?
Yes, all cabins have portholes.
How many toilet/showers does she have?
All cabins have their own ensuite.
Are bedding and towels included?
All bedding, a hand towel, bath towel, swim towel is included per person.
Is there a hairdryer on board?
Yes, there is a hair dryer in each cabin.
Will I be able to wash my clothes?
No, Kairós does not have laundry on board.
Is there heating/air conditioning onboard?
Yes each cabin has its own easy to use system.
Do I need to tip the crew?
Tips are not mandatory but are welcomed by the crew! There will be an honesty box available at the end of your voyage (as a general guide, a 5-10% tip based on your ticket price)
What language is spoken onboard?
English is the common deck language but there will be international guests and crew.
Is there WIFI on board?
When within shore range, you should be able to reach 4/5G. Please make sure you have international roaming set up on your data plan.
Can I charge my phone/Camera?
Yes, there are 2pin EU sockets throughout the boat so please bring an adaptor if needed.
What is the currency on board?
Euro's
Are there life jackets provided?
Yes. Life jackets are provided. Children 5 and under are required to wear one at all times on deck.
How do I get on and off the boat?
Kairós is often at anchor so you'll need to be comfortable climbing in and out of the tender dinghy. There is an admiralty ladder and there will always be a crew member to steady.
Are Waterproofs provided?
No.
Do I need sailing experience?
No, absolutely not!
Does the boat have any water toys?
Yes, Kairós has water skis, wakeboard, tube-riding, snorkelling. For activities that require pulling with a dinghy we charge €1 per minute of use.
Will I be sea sick?
Everyone reacts differently but we recommend if you are at all worried to take some medication 24 hours before departure.
Is there an age limit?
Yes. Minimum age of 5, and as long as the child can swim.
More holidays in Azores or Portugal
Sailing in the Azores
Atlantic Expedition Sailing Holiday to the Azores
North Atlantic Sailing: Azores to Scotland
Island hopping to the Southern Azores
More holidays on Kairós
Luxury Distance Sailing from Mallorca to Sicily
Discover Croatia’s Dalmation Coast Onboard a Luxury Yacht
Explore Croatia’s Dalmatian Coast Onboard a Luxury Yacht
Luxury Sailing Holiday from Mallorca to Malta
Inspiration for your voyage
Be inspired to discover the world under sail! Read our latest journals below. Be inspired to discover the world under sail! Read our latest journals below.
JOURNAL





















































