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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€
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€
990€

per spot

Sail for a week around Menorca by sailboat

Port of departure:

Next departure: 1 august

990€
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 SJ Leg 1: Spain to Gibraltar

Port of departure: A Coruña, Spain

6 reviews

Next departure: 26 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

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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Gorka August of 2025

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

The captain (Oriol) is always willing to listen to suggestions and trying to make sure that the whole crew will enjoy themselves. Very good.

The company's boat was fine (as in the photos), but there was no paddle (the only sailboat on the island without a paddle) and the dingi was a dwarf for 8+1 people on the boat.

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Pablo July of 2023

Your best sailing holidays on the islands of Ibiza and Formentera

Fantastic journey, boat in perfect condition, cared for with care, both Juan and Vivi made us feel at home, always worrying that we were comfortable and the experience was as satisfactory as possible.

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Rosa K. September of 2024

Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.

As Good as It Gets - It doesn't get any better than this! A wonderful trip with Giacomo, who is not only a very pleasant, humorous, fun-loving and experienced skipper, but also accompanied us on great island trips....
His well-organized tour is highly recommended all around.!!!

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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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Angela August of 2025

A week on a sailing boat in the Aeolian Islands

My first sailing holiday, and Giampiero and Raffaella were fantastic. They made me feel safe and comfortable, always choosing the best spots to make me feel at ease. Kind, attentive, and welcoming. A special experience!

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