Sail the Caribbean islands of St Martin and Anguilla before exploring the British Virgin Islands with modern yacht Kairos.
Join modern yacht Kairós for a sailing holiday on the island of St Martin as you discover the island of Anguilla and the British Virgin Islands of Tortola, Jost van Dyke and Necker Island.
Spend your days with a balance of blue water sailing, onboard relaxation and visits ashore. This voyage is perfect for those wanting to explore these stunning islands under sail, away from the tourist hotspots, while enjoying professional service aboard.
- Private ensuite cabins
- Professional crew
- Island hopping
- Local cuisine
- Full board
- Blue water sailing
Need some help?
Talk to the team
Telephone: +44 (0)1872 487288
Email: [email protected]
WhatsApp: +44 7804 472592
The Caribbean
St Martin to the British Virgin Islands (BVI)
Join Kairos on the tiny island of St Martin. This multicultural delight has some of the finest and most diverse cuisines found in the Caribbean. Add the 37 palm-fringed white-sand beaches, endless coves and tranquil bays, and it’s easy to see why this tropical paradise is a firm favourite for sun-seeking travellers.
Set sail for your first stop on the island of Anguilla. Unlike most Caribbean volcanic islands, Anguilla is largely flat, with coconut palms, sandy beaches, sizzling beach BBQ cafes, and vibrant reefs for spectacular snorkelling. The main towns of the island are lined with luxury boutique hotels, so let Kairos show you the quieter side of this beautiful island with remote anchorages away from the tourist hustle and bustle.
The British Virgin Islands are our next destination and will offer a good open-water sail, showcasing Kairos’ elegant sailing lines.
The British Virgin Islands are a sailor’s paradise, and with a history steeped in piracy, it’s easy to see why people fall in love with this island chain. This necklace of islands comprises the main islands of Tortola and Virgin Gorda, which are surrounded by hundreds of smaller, enchanting islands. Even the island names are influenced by pirate history, from Fallen Jerusalem to Dead Chest, Salt Island, and Peter and Ginger Island. They conjure tales of treasure maps and golden chests while offering unique trade-wind sailing conditions and plenty of paradise anchorages.
The main island of Tortola is the charter yacht capital of the Caribbean, and 80% of the BVI’s population lives here. Although it provides great access to transport for joining your Caribbean sailing holiday, Kairos will sail away to discover the quieter side of this charming island and the surrounding uninhabited islands with remote anchorages. There will be plenty of opportunities to snorkel in the crystal-clear waters and to enjoy the bougainvillaea-clad hillsides for relaxed walking.
Known for its stunning beaches, the island of Jost van Dyke features the famous White Bay, where crystal-clear waters meet powdery sand, ideal for soaking up the sun. The island’s lush landscapes invite exploration, whether through hiking or snorkelling in its vibrant coral reefs, making it a must-visit destination for those seeking an authentic Caribbean experience.
The playground of the rich and famous, Necker Island, is a private paradise owned by Sir Richard Branson. This exclusive retreat boasts stunning white-sand beaches, crystal-clear waters, and lush tropical landscapes, making it a top destination for luxury travellers. The island is also renowned for its commitment to conservation, providing a sanctuary for endangered species.
Things to note
Sailing vs Shoretime
Do I need to take part in night watches?
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 Karios do not require personal accident cover; they only require health insurance.
Need help with flights?
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: Marigot Bay, St Martin
To: Trellis Bay, Tortola
GETTING There
Marigot Bay, st Martin
There are two airports on St Martin.
- St Martin Esperance Airport (also known as Grand Case Airport) is a 25-minute taxi ride to Marigot Bay. Indirect flights connect the UK to St Martin Esperance Airport from Newcastle, London Gatwick, Birmingham and Glasgow International.
- The second, Princess Juliana International Airport, has direct flights internationally and includes flights from Amsterdam and Paris.
GETTING Home
Trellis Bay, Tortola
BY AIR:
BY AIR:
Terrance B. Lettsome Airport is the main airport serving the British Virgin Islands. You can not fly directly from the BVI to the UK; you will need to change either in Antigua or land in the USA, usually, Florida, or there are connections from Puerto Rico. Internal island flights are run by WINAIR or InterCaribbean Airways.
Road Town harbour is a 20-minute taxi ride to the airport.
Before arriving in the British Virgin Islands, you must complete their online entry form via their immigration portal.
Need help with flights?
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 The BVI's or The Caribbean
Luxury Caribbean Sailing Exploring Antigua & St Barts
Luxury Sailing Holiday in the BVI
Luxury Caribbean Sailing Holiday around Antigua
Luxury Yacht Sailing in the Grenadines
More holidays on Kairós
Sailing in the Azores
Luxury Distance Sailing from Mallorca to Sicily
Luxury Holiday Sailing in Venice
Luxury Yacht Sailing & Croatian Island Hopping
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






















































