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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€
990€

per spot

Sail for a week around Menorca by sailboat

Port of departure:

Next departure: 1 august

990€
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€
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 2: France to Spain

Port of departure: La Rochelle, France

5 reviews

Next departure: 29 august

545€
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€
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

José Manuel August of 2025

Sailing and diving cruise in Ibiza and Formentera with 10 dives

Cristina and Jesús are passionate about the sea, sailing and diving. I've enjoyed it so much all week.

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Blas October of 2025

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

Simply exceptional. Fantastic adventure.

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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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julio cesar September of 2025

Ibiza to Seville sailing trip with stops, option to embark or disembark

Very good experience, Antonio is a very nice person, his sailboat is very welcoming, and I think they are just one person, man-sailboat, so the sailing was beautiful

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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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Víctor Pablo October of 2022

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

I could not be more satisfied with the experience in the Ionian crossing with Leo. He is a friendly, prudent captain with great knowledge of the area. He is a great person and an excellent cook! The boat is very comfortable, clean and a delight to navigate. If you are thinking about Greece, Leo is your captain!! :D

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