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Plans to sail August and September

Plan your sailing vacation in August and September

474 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 196 experiences

735€

cabin

Sail from Lisbon to Portimao on a Tall Ship

Port of departure: Lisbon, Portugal

16 reviews

Next departure: 7 july

735€
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: 20 june · 19 dates available

From 675€
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 875€

per spot

Gulet Holiday from Fethiye to Kekova Bays with Full Food Included

Port of departure: Fethiye, Muğla, Turkey

4 reviews

Next departure: 20 june · 18 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: 15 august · 5 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€
From 1,938€

cabin

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

Port of departure: Le Marin, Martinique

1 review

Next departure: 25 june · 14 dates available

From 1,938€
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 2,072€

cabin

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

Port of departure: Eden Island Marina

1 review

Next departure: 22 june · 18 dates available

From 2,072€
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 1,650€

per spot

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

Port of departure: Ibiza, Spain

4 reviews

Next departure: 12 september

From 1,650€
From 1,849€

cabin

A week in the North of Corsica on a Catamaran with everything included

Port of departure: Ajaccio, France

1 review

Next departure: 20 june · 7 dates available

From 1,849€

Show more experiences

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User reviews about Plans to sail August and September

4.70/5

Average grade

186

Valuations

Jose Manuel August of 2022

Sail a week in Ibiza and Formentera in August

You can't fault Agustín, a great sailor (firm, calm, attentive and very experienced...) a great cook (always with the food ready and on point, delicious) and as a host. Personally I had bad luck with the weather (no wind) and with part of the crew (some children with their parents)

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zaira August of 2025

A week on a sailing boat in the Aeolian Islands

A fantastic experience with Giampiero and Raffaella!!! It wasn't my first sailing holiday, but I felt truly pampered every step of the way with them. Giampiero is a professional, kind, and attentive skipper! The boat was impeccable, and Raffaella provided top-notch service. Complete relaxation, an experience I'll repeat!

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Paloma August of 2024

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

This trip has been an unforgettable experience. Antonio and Fernando made me feel at home, taking care of me and feeding me with a dedication that I will never forget. Every day was filled with laughter, those moments that bring a sincere smile to your face. You all have really touched me, and I want to see Mathew again.

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Cristina July of 2025

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

Leo is a fantastic skipper, who tries to make your experience as pleasant as possible and to make you feel at home on his boat. He has a lot of experience and knows the area well.

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Vicente June of 2025

Astronomical Experience in the Columbretes Islands from Castellón

Great experience and great captain.

Incredible weekend, with a wonderful sailing trip and with the best possible captain.

Jaime is a charming, very friendly person and as a captain he transmits a lot of security. Always very didactic, Jaime makes learning and/or raising your level easy and fun

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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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