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Plans to sail August and September

Plan your sailing vacation in August and September

694 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 298 experiences

590€

per spot

Sailing trips on the Baltic Sea

Port of departure: Greifswald, Germany

4 reviews

Next departure: 22 may 2027 · 3 dates available

590€
From 700€

per spot

Gulet holiday from Antalya-Kemer with Full Board Food Included

Port of departure: Kemer, Provincia de Antalya, Tur

4 reviews

Next departure: 10 apr 2027 · 30 dates available

From 700€
800€

per spot

Sailing Adventure from Tivat to Rome

Port of departure: Tivat, Montenegro

Next departure: 15 sep 2027 · 2 dates available

800€
From 1,122€

per spot

Gulet Holiday from Bodrum with Full Board Food Included

Port of departure: Bodrum, Provincia de Muğla, Turq

4 reviews

Next departure: 15 may 2027 · 22 dates available

From 1,122€
From 924€

per spot

Gulet Holiday from Fethiye to Kekova Bays with Full Food Included

Port of departure: Fethiye, Muğla, Turkey

4 reviews

Next departure: 1 may 2027 · 26 dates available

From 924€
1,960€

cabin

Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira

Port of departure: Ilha Terceira

16 reviews

Next departure: 19 aug 2027

1,960€
From 790€

per spot

Sailing trip Croatia from Trogir "Forever Young" (international)

Port of departure: Trogir, Croatia

6 reviews

Next departure: 20 mar 2027 · 32 dates available

From 790€
From 990€

per spot

Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip

Port of departure: Athens, Greece

6 reviews

Next departure: 10 october · 29 dates available

From 990€
From 1,768€

cabin

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

Port of departure: Le Marin, Martinique

1 review

Next departure: 13 october · 31 dates available

From 1,768€
From 3,656€

cabin

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

Port of departure: Eden Island Marina

1 review

Next departure: 10 october · 31 dates available

From 3,656€

Show more experiences

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User reviews about Plans to sail August and September

4.76/5

Average grade

233

Valuations

pablo June of 2024

Fin de Semana a las Columbretes en Velero

Gabriela is not only a captain with great experience, but also a person with a great ability to make her guests feel like friends. My son and I had a great time these two days at sea and I hope to repeat the experience one day with her.

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David October of 2022

Sailing and diving cruise in Ibiza and Formentera with 10 dives

Phenomenal. An unforgettable experience, with people of great talent, wisdom, and knowing how to team up enjoying a unique environment. Sensational.

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Roberta August of 2026

Let's discover the Aeolian Islands together by sailing

A wonderful experience! Mario was exceptional: helpful, friendly, and always attentive to our needs. A skilled skipper and expert navigator, he showed us wonderful and lesser-known places and gave us valuable tips for our vacation. An unforgettable experience full of laughs!

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Salvador June of 2024

Fin de Semana a las Columbretes en Velero

The sea was bad for us and it was impossible to go to Columbretes. Even so, together, we decided on another journey which we enjoyed very much. Gaby was always attentive to the entire crew, prioritizing safety and well-being. I hope to repeat with her :)

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Vanessa September of 2023

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

Carlos and Cintia made this week on the boat absolutely perfect! Excellent organization, good company, the catamaran is equipped with all the comforts to make you live an experience absolutely worth repeating!! From Italy to discover Formentera and Ibiza, I couldn't ask for anything better!

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Rocío July of 2025

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

My first sailing experience was excellent, thanks to captains Antonio and Fernando. His professionalism in every aspect, passion for the sea and good humor, created a spectacular environment that I will never forget. I loved the sea, but now, so much more. Thank you for such a wonderful trip!

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