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Plans to sail August and September

Plan your sailing vacation in August and September

465 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 199 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: 23 may · 23 dates available

From 675€
From 875€

per spot

Gulet Holiday from Fethiye to Kekova Bays with Full Food Included

Port of departure: Fethiye, Muğla, Turkey

4 reviews

Next departure: 23 may · 22 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€
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 SJ Leg 1: Spain to Gibraltar

Port of departure: A Coruña, Spain

6 reviews

Next departure: 26 september

545€
From 3,024€

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 may · 17 dates available

From 3,024€
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€
1,280€

cabin

Sail on an authentic Tall Ship! From the Azores to Lisbon

Port of departure: Azores, Portugal

16 reviews

Next departure: 13 september

1,280€
From 1,650€

per spot

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

Port of departure: Ibiza, Spain

4 reviews

Next departure: 5 september · 1 dates available

From 1,650€
From 3,672€

cabin

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

Port of departure: Eden Island Marina

1 review

Next departure: 23 may · 19 dates available

From 3,672€
545€

per spot

European Mile Builder - Leg 3: A Coruna to Gibraltar

Port of departure: A Coruña

5 reviews

Next departure: 6 september

545€

Show more experiences

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User reviews about Plans to sail August and September

4.71/5

Average grade

187

Valuations

Luca September of 2025

Boat Adventure: Crossing the Tyrrhenian Sea from Sicily to Sardinia

It's an excellent boat, solid and equipped with every comfort. Alberto is an experienced sailor, courteous and available to answer any questions. A magnificent experience!

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Carlos July of 2020

Navigate the Camino De Santiago from Santander

The proposal is phenomenal: coastal navigation through the Cantabrian Sea and walking a stretch of the Camino de Santiago that is as beautiful as it is rarely traveled. The reality is even better. Jesús is an excellent sailor who cares about teaching those who are interested and making the journey pleasant to less nautical passengers. Great person, kind and loving. The boat is a good sailboat in an excellent state of maintenance, comfortable and perfect for demanding seas. In short, I would embark tomorrow again.

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Celia September of 2025

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

A few more than great days sailing around the Pitiusas.

I start with the captains:

Antonio transmits great security when handling the boat, which is very much to be appreciated. He also gave us a master class on History of Spain that I found very interesting.

Fernando is a real crack. He's friendly, kind

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José María August of 2024

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

A great boat, with all the comforts, smooth sailing and a spectacular route, visiting beautiful coves. Professionalism and safety in navigation so that you only have to worry about enjoying the experience. A totally recommendable experience, don't hesitate!!!

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Erik July of 2024

Ibiza and Formentera all inclusive on Ketch 18m

An unforgettable experience
It is a fully equipped boat.
From the first moment we have felt very welcomed by Filippo, Davide and the dog Nao, an unbeatable host team.
We have visited the best coves sharing the best meals and homemade cocktails. Filippo is an excellent chef!

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José August of 2024

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

Antonio, technically a great captain. The soul of the voyage is Fernando (helpful, attentive, fun, good people, a gentleman and a first-class chef)

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