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Plans to sail August and September

Plan your sailing vacation in August and September

694 reviews

Plan where to go on a getaway or vacation in August and September. Take a look at all the plans we have for you! Enjoy sailing aboard a sailboat.

Choose from 302 experiences

590€

per spot

Sailing trips on the Baltic Sea

Port of departure: Greifswald, Germany

4 reviews

Next departure: 22 may 2027 · 3 dates available

590€
800€

per spot

Sailing Adventure from Tivat to Rome

Port of departure: Tivat, Montenegro

Next departure: 15 sep 2027 · 2 dates available

800€
From 700€

per spot

Gulet holiday from Antalya-Kemer with Full Board Food Included

Port of departure: Kemer, Provincia de Antalya, Tur

4 reviews

Next departure: 10 apr 2027 · 30 dates available

From 700€
From 1,122€

per spot

Gulet Holiday from Bodrum with Full Board Food Included

Port of departure: Bodrum, Provincia de Muğla, Turq

4 reviews

Next departure: 15 may 2027 · 22 dates available

From 1,122€
From 924€

per spot

Gulet Holiday from Fethiye to Kekova Bays with Full Food Included

Port of departure: Fethiye, Muğla, Turkey

4 reviews

Next departure: 1 may 2027 · 26 dates available

From 924€
1,960€

cabin

Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira

Port of departure: Ilha Terceira

16 reviews

Next departure: 19 aug 2027

1,960€
From 790€

per spot

Sailing trip Croatia from Trogir "Forever Young" (international)

Port of departure: Trogir, Croatia

6 reviews

Next departure: 20 mar 2027 · 32 dates available

From 790€
From 990€

per spot

Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip

Port of departure: Athens, Greece

6 reviews

Next departure: 17 october · 28 dates available

From 990€
From 3,656€

cabin

10-day trip through the Seychelles by Catamaran with everything included

Port of departure: Eden Island Marina

1 review

Next departure: 30 october · 30 dates available

From 3,656€
From 1,768€

cabin

11-day trip through the Caribbean Sea on a Catamaran with everything included

Port of departure: Le Marin, Martinique

1 review

Next departure: 2 november · 30 dates available

From 1,768€

Show more experiences

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User reviews about Plans to sail August and September

4.76/5

Average grade

233

Valuations

José Luis May of 2025

Fin de Semana a las Columbretes en Velero

Excellent weekend surrounded by good company on board the sailboat.

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Brenda August of 2026

Sail around Mallorca with a cook on board

Incredible experience! The best combination, sailboat, sea and great people!

Alex and Mausi have been luxurious hosts.

Delicious food! Mausi was the mother on board we needed, always attentive and caring for us and Alex a responsible, flexible and super fun captain!

Thank you very much and I hope to repeat!

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ANDREA September of 2026

Sailing holiday in Sicily, Aeolian Islands

Tommaso and Daniela always made us feel welcome on board. We were six guests from a very diverse range of backgrounds. Everything you need for snorkeling or trolling is on board. The boat is very new and well-maintained. The package, including two aperitifs a day, is great! The food is always excellent!

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Salvador June of 2024

Fin de Semana a las Columbretes en Velero

The sea was bad for us and it was impossible to go to Columbretes. Even so, together, we decided on another journey which we enjoyed very much. Gaby was always attentive to the entire crew, prioritizing safety and well-being. I hope to repeat with her :)

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Fernando August of 2025

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

A unique, adventurous exp. with touches of both fun and total peace.

First time I was sailing on a 7-day voyage and I have to say that I would do it again without a doubt. Top sailboat with all the amenities, security and enough space. Nacho, the captain is a crack! Total control of 10, to the ship and to you

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Laia June of 2026

Sailing Holiday in Tuscany: Elba, Capraia, and Corsica

Great weekly trip. New sailboat and very attentive captain,

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