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Plans to sail August and September

Plan your sailing vacation in August and September

442 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

Cancel free up to 15 days before

From
1,750€
1,400€

per spot

Croatia and Montenegro Catamaran Cruise from Dubrovnik

Port of departure: Dubrovnik, Croatia

Next departure: 23 may · 9 dates available

From 1,750€ 1,400€
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: 4 april · 31 dates available

From 600€
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€
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€
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 1,370€

per spot

Sailing and diving cruise in Ibiza and Formentera with 10 dives

Port of departure: Puerto de Denia

9 reviews

Next departure: 4 july · 4 dates available

From 1,370€
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€
From 479€

per spot

Sailing through the islands of Croatia

Port of departure: Sukošan, Croatia

1 review

Next departure: 28 march · 32 dates available

From 479€
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€
2,590€

per spot

Seychelles – Sailing in a paradisiacal island world

Port of departure: Seychellen

2 reviews

Next departure: 1 november

2,590€
From 2,940€

cabin

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

Port of departure: Eden Island Marina

1 review

Next departure: 22 february · 27 dates available

From 2,940€
From 480€

per spot

Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica

Port of departure: Cannigione, Sassari, Italie

Next departure: 9 may · 23 dates available

From 480€

Show more experiences

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User reviews about Plans to sail August and September

4.66/5

Average grade

160

Valuations

Carlo September of 2021

Flotilla holiday through the coves of Ibiza and Formentera

Very positive experience! At first I was a bit worried about spending a week in a small space with people I didn't know but from day one it was great! My employer was Javier and we had a great time with him. I learned to sail a little and drive a boat. You are always in contact with nature.

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María Carmen September of 2023

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

The experience has been excellent and wonderful. The boat was in perfect condition, both Captain Carlos and Cintia were always willing to please us in everything and take us to the best coves to enjoy them and the journey, everything was perfect. Highly recommended.

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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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Jeffrey September of 2024

Ibiza and Formentera all inclusive on Ketch 18m

My September 2024 Ibiza sailing trip was a good success. The facilities of the boat were good, everything working. Provisioning and cooking was all done, Filippo provided and cooked excellent food. Stopping points and nautical activities good. Personally I prefer more active sailing but that depends on conditions.

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Angel July of 2024

Ibiza and Formentera all inclusive on Ketch 18m

We were a couple and 2 friends and the opinion of all four of us was the same. An 11.
Filippo always attentive to our needs.
The boat has everything and more. Very well prepared.
Filippo a crack. Good captain and you'll see about the food. Go hungry because he cooks like the best.
Unforgettable week. Thanks Filippo!!!

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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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