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Plans to sail August and September

Plan your sailing vacation in August and September

464 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€
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€
990€

per spot

Sail for a week around Menorca by sailboat

Port of departure:

Next departure: 1 august

990€
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

Nuria August of 2025

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

The journey is very good, Nacho gives you a lot of confidence, he is a very experienced captain, and my companions were all a 10, very very happy with everything, I am disabled, I have hip and femur prosthesis and it is a good and comfortable boat and the captain and my companions made me feel one more a hug to everyone

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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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Ismael August of 2023

Your best sailing holidays on the islands of Ibiza and Formentera

Super experience. Highly recommended to enjoy sailing the coves of Formentera and Ibiza. Very pleasant coexistence with the companions on board. It was very fun to share with the crew and learn countless things about sailing from Juan and Bibi. Sailboat beautiful and in very good condition.

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Sol July of 2024

Learn to sail with a fantastic holiday in southern Sardinia

They have been great days!!! Although they are always short and it is impossible to see the entire program, it is worth the experience!!!
The boat is in perfect condition and if you like sailing Ricky is your man!!!!!
I recommend and hope to repeat!!!!

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Pepe August of 2019

Flotilla holiday through the coves of Ibiza and Formentera

All very well, wonderful places to enjoy the sea and beautiful landscapes. The skipper is very professional and good people. You have a great time.

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Birgit February of 2026

Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran

Unique, adventurous, beautiful. Every waking up, every arrival was magical. For about eight days, we didn't see a single other sailboat, anchoring alone in the bays except for two times. If you love camping (no luxury yachts and no crowded shore excursions), unspoiled nature, good food, and snorkeling, you'll love this trip!

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