
Sailing holidays
Sailing Holidays in Greece
Bareboat, skippered, cabin and crewed sailing holidays across the Greek islands, from your first week afloat to a two-week island-hopping route.
Overview
Your own sailing holiday in the Greek islands
Sailing holidays in Greece combine the best of the country in one trip: thousands of islands, clear water, harbour tavernas and a different view every day. With Astra Yachting you can sail a yacht yourselves, book a professional skipper, join a cabin charter or charter a private yacht with full crew. This guide to sailing holidays Greece options helps you choose the format, the region and the time of year.
Already know where you want to go? Jump to our destinations or the ready-made 7-day itineraries for the Ionian, Saronic and Cyclades.
Why sail in Greece
- Short hops between islands
- Warm water from June to October
- Harbour towns and quiet anchorages
- Options with or without a licence
- Sailing yachts and catamarans
- Airports close to the main bases
Ways to sail
Four types of sailing holiday
The right format depends on your experience, your group and how much you want to do yourselves.
Bareboat charter
You sail the yacht yourselves. At least one person needs a recognised sailing licence and relevant experience. The most independent option.
Skippered charter
A professional local skipper sails the yacht and you relax, swim and explore. No licence needed, and the skipper knows the best bays.
Cabin charter
Book a cabin rather than the whole yacht and sail with other guests on a set route. A good choice for couples and solo travellers.
Crewed charter
A private yacht with captain and crew, often including a chef. The most comfortable and fully serviced way to sail.
Where to sail
Sailing holidays Greece by region
Each region has its own character, wind pattern and best bases.
Ionian Islands
Sheltered water, lighter winds and short legs. The easiest region for a first sailing holiday.
Our fleet
Yachts for sailing holidays
Sailing yachts and catamarans from our fleet. Exact availability and price are confirmed in writing after your enquiry.
Guide
Planning sailing holidays in Greece
Contents
Sailing holidays Greece: which type suits you?
Most people choose between four formats. A bareboat charter suits crews with a recognised licence and experience who want complete independence. A skippered charter is the most popular choice for first-timers: a local professional handles navigation, mooring and weather decisions while you enjoy the islands, and you can learn as much or as little as you like. A cabin charter lets couples and solo travellers book a single cabin on a shared yacht. A crewed charter adds a chef and hostess for a fully serviced trip; see luxury yacht charter Greece.
Flotilla holidays, where several yachts sail together with a lead crew, are another format offered by some operators. If you like the idea of company and support but do not hold a licence, our skippered and cabin charters are the closest options we arrange.

Do you need a licence?
For a bareboat charter in Greece, the skipper needs a recognised sailing licence and at least one other crew member should have sailing experience. The exact documents accepted depend on your nationality and the charter company. If nobody in your group is qualified, book a skipper; no licence is then needed. Our article do I need a licence to charter a yacht in Greece? explains the details, and how to learn to sail in Greece covers training options.
The best region for a first sailing holiday
For many first sailing holidays Greece's Ionian Islands are the obvious choice: short distances, sheltered water and a predictable afternoon breeze. The Saronic Gulf, just outside Athens, is a close second and works well for shorter trips. The Cyclades are spectacular but more demanding because of the meltemi, the strong summer north wind, so they suit experienced crews or skippered charters. See which Greek island is best for a yacht charter? and all destinations.
When to go
The sailing season in Greece runs roughly from May to October. May and October are quieter and cooler. June and September are many people's favourite months, with warm water, long days and fewer boats. July and August are the hottest and busiest, and the meltemi is at its strongest in the Aegean. If you are travelling from the UK, school holidays coincide with the peak season, so book early for those weeks. Read when is the best time to sail in Greece? and how far ahead to book.
What a typical week looks like
Most sailing holidays in Greece run for one week, Saturday to Saturday. You board in the afternoon, sail for a few hours most days and spend the nights in harbours or at anchor. A comfortable pace is 10 to 25 nautical miles a day, leaving time for swimming, lunch at anchor and exploring ashore. Our ready-made routes show what is realistic:
- 7-day Ionian sailing itinerary from Corfu
- A first week in the Ionian from Lefkada
- 7-day Saronic sailing itinerary from Athens
- 7-day Cyclades sailing itinerary from Athens
Catamaran or monohull?
Catamarans offer more space, stability at anchor and a shallow draft, which suits families and groups. Monohulls heel under sail and feel more like traditional sailing, and they are often preferred by crews who want to sail rather than motor. Read catamaran or monohull: which suits your group.
Sailing holidays with children
Greek sailing holidays are very popular with families. Short legs, swimming stops and harbour villages keep children busy, and a skipper or crew makes it easier for parents to relax. Choose a sheltered region such as the Ionian or the Saronic and plan no more than a few hours under way each day. See chartering with children: what actually works.
Getting there and the main bases
The main bases for sailing holidays in Greece are Athens (Alimos and Lavrio), Corfu, Lefkada (served by Preveza airport), and Mykonos and Paros in the Cyclades. Each has an airport nearby. For UK travellers, check current entry requirements with the UK Foreign Office travel advice for Greece, and see our travel advisory page.
Why Greece is ideal for a sailing holiday
Few places in Europe offer so many islands so close together. In most regions the next island or bay is only a few hours away, so sailing holidays Greece routes can be as relaxed or as active as you like. The summer is long and dry, the sea is warm from early summer to autumn, and almost every harbour has a taverna on the quay. Local rules and infrastructure are built around charter yachts, with marinas and town quays in every region, and the country has a long seafaring tradition: you will find experienced local skippers in every base.
What a sailing holiday costsPrices depend on the yacht, the week of the season, the region and the charter format. We do not publish fixed prices on this page; every quotation lists what is included and what is extra, such as fuel, marina fees, final cleaning and the security deposit. For general guidance, read how much does it cost to charter a yacht in Greece?
Frequently Asked Questions
What is the best Greek island group for a first sailing holiday?
The Ionian Islands, thanks to short distances, sheltered water and a predictable afternoon breeze. The Saronic Gulf near Athens is also a good choice.
Can I go on a sailing holiday in Greece without a licence?
Yes. Book a skippered charter, a cabin charter or a crewed charter. A licence is only needed if you sail the yacht yourselves on a bareboat charter.
How long should a sailing holiday in Greece be?
One week is the most common length and is enough for one region. Two weeks allow longer or one-way routes, for example through the southern Cyclades.
When is the best time for sailing holidays in Greece?
June and September are often the best balance of warm water, steady winds and quieter harbours. July and August are the busiest months.
Are sailing holidays in Greece suitable for families?
Yes, especially in the Ionian and the Saronic Gulf. A catamaran and a skipper make it easier for families with young children.
Do you offer flotilla holidays?
We arrange bareboat, skippered, cabin and crewed charters. If you want company and support without a licence, a skippered or cabin charter is the closest option we offer.

Plan your trip
Plan your sailing holiday in Greece
Send your dates, group size and experience. We come back with the yachts that are actually available, their exact specifications and a written quotation.
Keep exploring
Where to go next
Compare the cruising regions, pick the charter format that fits your crew, or go straight to the yachts that match your dates.
Request availabilityItineraries
- 7-day Cyclades itinerary→
- 7-day Ionian itinerary→
- 7-day Saronic itinerary→
- A first week in the Ionian→
- How many islands in a week?→



