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WavySail

Small groups, real adventure and authentic sailing. Their trips head to lesser-explored waters and are led by some of the world’s most respected and experienced skippers. If you want to push your sailing, explore further afield and learn from the very best, these trips are for you.

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Adventures

  • All adventures
See 6 trips
  • 4.9 from 25 reviews on Tripadvisor
  • Vetted operators only
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Upcoming trips with WavySail

6 trips to choose from, with berths from £2,495.

  • South Atlantic Expedition - Leg 1 — Sailing Expedition in South Africa & St. Helena
    Open to all4.9

    South Atlantic Expedition - Leg 1

    South Africa & St. Helena · Indian Ocean

    Next: 1 - 25 March 2027

    4 dates in 2027


    £5,995

  • South Atlantic Expedition - Leg 2 — Sailing Expedition in St. Helena & South Africa
    Intermediate & Advanced4.9
  • Madagascar to Zanzibar — Sailing Expedition in Madagascar & Tanzania
    Open to all4.9
  • Kiel to Copenhagen - Leg 1 of our tour of the Baltics — Sailing Expedition in Germany & Denmark
    Intermediate & Beginner4.9
  • Sail the Northcoast 500 Scotland — Sailing Expedition in United Kingdom
    Open to all4.9
  • Sail Croatia with Emily Caruso — Sailing Holiday in Croatia
    Open to all4.9

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Where you'll sail

The routes

See where each trip goes and when it next sails, then pick the one that fits your dates.

  • 1

    South Atlantic Expedition - Leg 1

    South Atlantic Expedition - Leg 1

    Leg 1 - Cape Town to St Helena Island Set sail on one of the world’s most extraordinary ocean voyages – a true adventure that few sailors will ever experience.

    Route
    Cape Town to Saint Helena
    Next departure
    March 1 – 25, 2027
    Berths from
    £5,995
    See dates and prices
  • 2

    South Atlantic Expedition - Leg 2

    South Atlantic Expedition - Leg 2

    Fly direct to St Helena island from Johannesburg (not included in price) — and for the first few days, this isolated, friendly and incredible island is yours to explore.

    Route
    St Helena to Cape Town
    Next departure
    March 27 – April 16, 2027
    Berths from
    £5,995
    See dates and prices
  • 3

    Madagascar to Zanzibar

    Madagascar to Zanzibar

    Departing Nosy Be, we glide south to Russian Bay, where fishermen may paddle out with fresh lobster, an unforgettable welcome from Madagascar’s wild coast.

    Route
    Madagascar to Zanzibar
    Next departure
    May 3 – 19, 2027
    Berths from
    £2,995
    See dates and prices
  • 4

    Kiel to Copenhagen - Leg 1 of our tour of the Baltics

    Kiel to Copenhagen - Leg 1 of our tour of the Baltics

    Leg 1 of the Wavysail Baltic Explorer starts in Kiel where modern sailing history was made. Home of Kieler Woche — the largest sailing regatta in the world — and gateway to the…

    Route
    Kiel to Copenhagen
    Next departure
    May 29 – June 7, 2027
    Berths from
    £3,495
    See dates and prices
  • 5

    Sail the Northcoast 500 Scotland

    Sail the Northcoast 500 Scotland

    Wavysail is a British expedition sailing company specialising in small-group sailing adventures for all experience levels.

    Route
    5 stops
    Next departure
    June 19 – July 20, 2027
    Berths from
    £6,995
    See dates and prices
  • 6

    Sail Croatia with Emily Caruso

    Sail Croatia with Emily Caruso

    Our trip starts and ends at the bustling and beautiful city of Split. This is a hands-on sailing experience under expert supervision .

    Route
    7 stops
    Next departure
    August 21 – 28, 2027
    Berths from
    £2,495
    See dates and prices

About the operator

Meet WavySail

4.9 from 25 reviews on Tripadvisor

OUR STORY

A passion for the open ocean Driven by a passion for the open ocean, Wavysail Ocean Adventures are tailor-made sailing adventures all over the world. With a maximum of six places on each trip, we focus on providing hands-on sailing experiences led by some of the world's most experienced skippers.

This approach ensures you have time to learn, and we have the flexibility to tailor each trip to the wishes of the group. Whether you have extensive sailing experience or none at all, we will look after you. By contacting every crew member before the trip, we adapt the itinerary to ensure you get everything you want out of the adventure.

See their trips
WavySail

What it's like on board

Your home at sea

The boats you'll sail on

Where you'll sleep, eat and learn the ropes. Which one you sail on depends on the dates you pick.

    Deja Vue

    Beneteau 46

    Type
    Sailing yacht
    Length
    47 ft (14.4 m)

    Déjà Vue is a Bavaria 46 — a capable, ocean-certified cruising yacht with a well-deserved reputation as one of the most comfortable and seaworthy production yachts in her class. Below deck, private cabins with ensuite heads give each guest their own space; the saloon is generous enough for the whole crew to eat together comfortably. Topside, a large cockpit with twin helms and all lines led aft means everyone can be actively involved in sailing her. A proper boat for a proper adventure.

  • Despacito

    Beneteau Oceanis 46

    Type
    Sailing yacht
    Length
    47 ft (14.4 m)
  • Rocket

    Simonis Voogd 55

    Type
    Sailing yacht
    Length
    55 ft (16.7 m)
  • Synergy

    Fontaine Pajot Athena 38

    Type
    Sailing yacht
    Length
    38 ft (11.6 m)

    Synergy is a Fontaine Pajot Lavessi 40 Catamaran. Spacious, comfortable and well equipped for snorkelling and relaxed socialising with a large cockpit and an extended platform off the stern. She is a very easy handled yacht and copes well sailing offshore. In Synergy we cover ground comfortably at a good average speed of around 6knts which leaves plenty of time for exploring ashore or enjoying remote anchorages. Synergy is very well equipped for offshore sailing. Her sturdy tender provides easy comfortable means to exploring the anchorages you will visit. We have 4 sleeping cabins, two in each hull with a shared shower/heads per hull. Bedding is provided. On board comfort is a priority and the layout offers privacy.

    Gatsby

    Baltic 51

    Type
    Sailing yacht
    Length
    51 ft (15.5 m)
    Built
    1988
    Flag
    Germany

    Gatsby is a Baltic 51 — fast, capable, and well-equipped for offshore passages. At 51 feet, she offers four guest cabins, two heads, a proper galley, and generous deck space for working sails and keeping watch comfortably. The last of the Baltic 51's to be built, she is a proven cruiser and racer, having crossed the Atlantic multiple times and fully refitted in 2015

    Layout

Meet the crew

Who you'll sail with

The people behind WavySail, with every mile they've logged on SailTies to back them up.

  • AC

    Andrew Cowen

    @andrew_cowen

    Founder · London

    View profile
    NM logged
    62
    Voyages
    1
    Days at sea
    1

    Latest voyages

    • KJ CUPKJ CUP
  • Heather Deary

    @heather_deary

    Operations Lead · UK

    View profile
    NM logged
    56,629
    Voyages
    27

Book with confidence with SailTies

A team of sailors who have your back

We will help you pick the right trip and be there if anything unexpected happens.

  • Every operator vetted

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  • Terms published upfront

    Cancellation and refund terms shown on every trip page before you pay a deposit.

  • Talk to a sailor

    Our team sail, and they'll tell you honestly what a trip is like and whether it's right for you.

The SailTies community

From the logbooks

SailTies is the leading digital logbook and sailor network. These are stories from the sailors who use it.

All sailor stories
Three Volcanoes and a Cracked Shroud: Racing Offshore with Robert Šarić

Three Volcanoes and a Cracked Shroud: Racing Offshore with Robert Šarić

A cracked shroud 250 miles from the Rolex Middle Sea Race finish, three volcanoes in one campaign, and why Robert Šarić of Veruda Sailing School trains his crews on the Adriatic.

Read the story
Seven of Thirteen: Elouise Pemberton's Challenge Fleet Quest

Seven of Thirteen: Elouise Pemberton's Challenge Fleet Quest

A Tall Ships bursary put Elouise Pemberton to sea at 19. Twenty years on she is working through all thirteen Challenge yachts, logging every mile on SailTies.

Read the story
46 Legs Round Britain: Jenny Whelan's Voyage with Dogsail

46 Legs Round Britain: Jenny Whelan's Voyage with Dogsail

Jenny Whelan sailed 46 legs and 1,800 nautical miles around Britain with her partner Pete, their dog Svea, and an AI chatbot, logging every leg on SailTies.

Read the story

Questions people ask before booking a sailing trip

A sailor looking out from the foredeck
  • Can I book on my own?

    Yes, and most people do. Trips are sold by the berth, so you join a crew rather than needing to bring one. Cabins are shared with someone of the same sex unless you book a whole cabin.

  • Do I need sailing experience?

    It depends on the trip, and every listing says which level it is written for. Beginner trips assume you have never sailed; advanced trips assume you can stand a night watch without supervision.

  • What's included in the price?

    The berth, the skipper and crew, and the running of the boat. Flights, insurance and most meals ashore are not. Every trip page lists what is and is not included before you pay.

  • What happens if I need to cancel?

    The operator's cancellation terms are published on the trip page before you pay a deposit, so you can read them before you commit. They vary by operator and by how close to departure you cancel.

  • What if the weather is bad?

    The skipper decides the route, and changing it is normal seamanship rather than a problem. Trips are very rarely cancelled outright; when they are, the operator's terms say what happens.

  • Who are the operators?

    Independent charter businesses and skippers we either know personally or have been recommended by past customers. Their registered business details are available upon request. All trips are checked before they go live.

Ready to sail with WavySail?

Pick your trip, or ask a question first. We'll get you an answer before you book.

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    South Atlantic Expedition - Leg 2

    St. Helena & South Africa · Indian Ocean

    Next: 27 March - 16 April 2027

    4 dates in 2027


    £5,995

    Madagascar to Zanzibar

    Madagascar & Tanzania · Indian Ocean

    Next: 3 - 19 May 2027

    1 date in 2027


    £2,995

    Kiel to Copenhagen - Leg 1 of our tour of the Baltics

    Germany & Denmark · Europe

    Next: 29 May - 7 June 2027

    1 date in 2027


    £3,495

    Sail the Northcoast 500 Scotland

    United Kingdom · Europe

    Next: 19 June - 20 July 2027

    1 date in 2027


    £6,995

    Sail Croatia with Emily Caruso

    Croatia · Europe

    Next: 21 - 28 August 2027

    1 date in 2027


    £2,495

    Days at sea
    361

    Photos & videos from our sailing trips

    Taken by the people who were there, attached to the reviews they left.