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Plans to sail August and September

Plan your sailing vacation in August and September

463 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 198 experiences

1,435€

per spot

Les Voiles de Saint-Tropez Regatta

Port of departure: Saint-Tropez, France

5 reviews

Next departure: 24 september

1,435€
From 675€

per spot

Gulet holiday from Antalya-Kemer with Full Board Food Included

Port of departure: Kemer, Provincia de Antalya, Tur

4 reviews

Next departure: 2 may · 26 dates available

From 675€
From 875€

per spot

Gulet Holiday from Fethiye to Gocek Bays with Full Food Included

Port of departure: Fethiye, Muğla, Turkey

4 reviews

Next departure: 2 may · 25 dates available

From 875€
From 1,225€

per spot

Gulet Holiday from Bodrum with Full Board Food Included

Port of departure: Bodrum, Provincia de Muğla, Turq

4 reviews

Next departure: 20 june · 13 dates available

From 1,225€
990€

per spot

Sail for a week around Menorca by sailboat

Port of departure:

Next departure: 1 august

990€
Cancel free up to 15 days before

From
1,750€
1,225€

per spot

Croatia and Montenegro Catamaran Cruise from Dubrovnik

Port of departure: Dubrovnik, Croatia

Next departure: 23 may · 9 dates available

From 1,750€ 1,225€
1,715€

cabin

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

Port of departure: Ilha Terceira

16 reviews

Next departure: 23 july · 2 dates available

1,715€
545€

per spot

European Mile Builder - Leg 3: A Coruna to Gibraltar

Port of departure: A Coruña

5 reviews

Next departure: 6 september

545€
1,225€

cabin

Sail through the Azores: Terceira - Sao Jorge - Pico - Terceira on a Tall Ship

Port of departure: Azores, Portugal

16 reviews

Next departure: 30 july · 1 dates available

1,225€
From 2,532€

cabin

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

Port of departure: Le Marin, Martinique

1 review

Next departure: 6 may · 21 dates available

From 2,532€
545€

per spot

European Mile Builder - Leg 2: France to Spain

Port of departure: La Rochelle, France

5 reviews

Next departure: 29 august

545€
545€

per spot

European Mile Builder Leg 4: Gibraltar to St Tropez

Port of departure: Gibraltar

5 reviews

Next departure: 14 september

545€

Show more experiences

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User reviews about Plans to sail August and September

4.70/5

Average grade

186

Valuations

Linda September of 2025

Balearic Bliss: Ibiza and Formentera on Catamaran with Hostess/Chef

Outstanding. We felt very comfortable and warmly welcomed and were pampered from the beginning. Every day was exactly how we wanted it to be, all with total relaxation and lots of laughter. Cynthia's excellent cooking also deserves a special mention. So delicious! We will remember this trip for a long time. Thank you!

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Natalia August of 2024

Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine

Excellent professionals, knowledgeable about the sea and wonderful hosts. Antonio is always willing to share his nautical knowledge, and Fernando, the soul of the sailboat, takes care of the needs of the crew down to the last detail. A highly recommended experience!!!

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Melina August of 2025

Sailing Cruise to Menorca from Barcelona — A Week of Sea and Freedom

I would like to thank the team for their kind attention, especially Miriam - who managed to book a trip for Menorca on the busiest week of August - and our great captain, Oriol, who was super attentive and professional during the whole week aboard Hadrien around Menorca. Great vacations!

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simona July of 2025

The Egadi Islands aboard a brand new catamaran

Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.

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Jeffrey September of 2024

Ibiza and Formentera all inclusive on Ketch 18m

My September 2024 Ibiza sailing trip was a good success. The facilities of the boat were good, everything working. Provisioning and cooking was all done, Filippo provided and cooked excellent food. Stopping points and nautical activities good. Personally I prefer more active sailing but that depends on conditions.

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IVAN July of 2024

Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine

My experience on the voyage has been incredible, a boat that meets all expectations for any crew member. Fascinating route, both António and Fernando try to fulfill the wishes of the crew and make it unforgettable. Without a doubt I will repeat. Thank you very much to both of you.

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