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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 600€

per spot

Gulet holiday from Antalya-Kemer with Full Board Food Included

Port of departure: Kemer, Provincia de Antalya, Tur

4 reviews

Next departure: 25 april · 28 dates available

From 600€
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€
545€

per spot

European Mile Builder Leg 4: Gibraltar to St Tropez

Port of departure: Gibraltar

5 reviews

Next departure: 14 september

545€
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: 26 april · 22 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€

Show more experiences

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User reviews about Plans to sail August and September

4.70/5

Average grade

186

Valuations

Cristina July of 2024

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

Unforgetable experience. We have made a very nice voyage with a super captain who has always made us feel very safe. The trip was very well thought out, knowing paradisiacal places planned very well based on the time. The organization on board was excellent and we learned a lot about the sailboats.

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Antonio July of 2023

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

The best experience lived on a sailboat and more in the spectacular Azores

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Cristina July of 2025

Gone with the wind, in the sea of Ulysses between the Greek islands

Leo is a fantastic skipper, who tries to make your experience as pleasant as possible and to make you feel at home on his boat. He has a lot of experience and knows the area well.

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Alessandra June of 2025

Cruise with a professional skipper in the Tuscan Archipelago in June

A fantastic week with Captain Riccardo, a true expert of the sea and its creatures! He's attentive to every need, reliable, a great cook, and knows how to manage the group. The boat is comfortable and well-equipped. Riccardo always looks for good winds!

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Fernando September of 2022

Camino de Santiago by sea from Vigo

Good organization, Skipper, boat, food, etc.

It's not the fault of the organizer, but unpresentable taxi driver

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ivan August of 2024

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

We set out for the first time without knowing what adventures lay ahead for us and this journey had a big surprise in store for us. The sailboat is a great boat but like any boat, the crew is what makes the difference. Nacho, the captain, is a great person, a great sailor. We will definitely be back.

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