Sailing vacation May 2027

Sailing is a great change from a regular vacation.
Here are great offers that take place May 2027.

4 curated retreats from €2.500

Premium Sailing Retreat for Executives: 7 Days in Sardinia – Clarity, Energy, and Decision-Making Skills

Olbia, Italy

$7,976 / 8 Days

Creative project design

Medulin, Croatia

$3,493 / 4 Days

At the age of 66, life begins ... Opportunity management for pensioners

Pula, Croatia

$4,075 / 4 Days

Transformation - Wandel - Initiation

Zell im Wiesental, Germany

$2,911 / 4 Days

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Soul & Yin Yoga - for more lightness & joie de vivre in the idyllic Münsterland region

Steinfurt, Germany

$296 / 3 Days

5.0

Journey to Yourself - a retreat in the desert & by the sea

El Gouna, Egypt

$1,857 / 8 Days

5.0

Retreat Yoga & Transformatives Atmen

Borgwedel, Germany

$459 / 3 Days

5.0

Loving attention just for me—self-love seminar Discounted spontaneous participation

Wald-Michelbach, Germany

$360 / 3 Days

4.7

Yoga in the countryside incl. hotel

Neumarkt in der Steiermark, Austria

$782 / 4 Days

5.0

YOGA RETREAT ON LAKE GARDA - DISCOVER THE UNIQUE YOGAWALK® METHOD!

Arco, Italy

$1,734 / 8 Days

5.0

Time out on Middle-earth in the Westerwald / Peace in nature

Dreikirchen, Germany

$231 / 3 Days

5.0

Distance and peace while painting and drawing at Marienstatt Monastery

Streithausen, Germany

$459 / 5 Days

5.0

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FAQ

Frequently asked questions

What is a sailing retreat?

A sailing retreat combines the experience of sailing with elements of relaxation, mindfulness, and personal time-out. You spend several days on a sailboat or yacht, learn to sail or deepen your skills, and enjoy the meditative effects of wind, water, and open horizons. Many retreats also include complementary activities such as yoga, meditation, or coaching on board or on shore. At Retreat Urlaub, you'll currently find 8 sailing retreats.

Do I need sailing experience to join a sailing retreat?

In most cases, no prior sailing experience is needed. Many sailing retreats are specifically designed for beginners and come with a professional crew that handles navigation. You can participate as much or as little as you like. However, there are also retreats for more advanced sailors where you actively sail and develop your skills. Check the individual listing description for details on the required experience level.

How much do sailing retreats cost?

Prices for sailing retreats vary depending on duration, destination, boat size, and included services. At Retreat Urlaub, prices range from €1.225 to €3.500, with an average price of about €2.276. Typically, accommodation on board, a professional skipper, and often meals are included. Additional offerings such as yoga sessions, coaching, or excursions may be included or available at extra cost, depending on the retreat.

What are popular destinations for sailing retreats?

Popular destinations for sailing retreats include the Mediterranean (e.g., Croatia, Greece, Sardinia, Mallorca), the Canary Islands, the Baltic Sea, and more exotic locations like the Caribbean or Thailand. The choice of destination depends on the season, your preferences, and the experience you're looking for – from tranquil bays for relaxation to more challenging sailing grounds for active sailors. Browse our 8 offerings to find your perfect sailing destination.

What does a typical day on a sailing retreat look like?

A typical day on a sailing retreat often starts with a morning meditation or yoga session on deck at sunrise. After a shared breakfast, you set sail – either actively participating or relaxing while an experienced crew navigates. Around midday, you anchor in a sheltered bay to swim, snorkel, or simply soak up the sun. The afternoon may bring more sailing or workshops, and the evening winds down with a communal dinner, conversations under the stars, or an evening meditation.

Can I get seasick and what can I do about it?

Seasickness is possible but tends to affect only a few participants on sailing retreats in coastal waters and calmer sailing areas. Most people adjust to the boat's movement within one to two days. Tips for prevention: Stay in the fresh air, look at the horizon, avoid heavy meals before sailing, and bring motion sickness tablets if needed. Many retreat providers deliberately choose calmer sailing areas to ensure the well-being of all participants.

What should I pack for a sailing retreat?

For a sailing retreat, we recommend: light, weather-resistant layered clothing, non-slip shoes (ideally sailing shoes or sneakers with light-colored soles), sun protection (hat, sunglasses, high-SPF sunscreen), swimwear, a windproof jacket, a small soft backpack or flexible duffel bag (hard suitcases are impractical on board), and any personal medications. A yoga mat is often provided for retreats with a yoga program – check the individual listing for details.

Are sailing retreats suitable for solo travelers?

Absolutely! Sailing retreats are ideal for solo travelers. The shared time on the boat quickly creates a trusting atmosphere, and deep connections with other participants often form naturally. You're never alone, yet you still have enough space for yourself. Many participants say that the experience on the water is especially enriching as a solo traveler. Browse our 8 sailing retreats and find the perfect adventure for you.