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Plans to sail August and September

Plan your sailing vacation in August and September

446 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

990€

per spot

Sail for a week around Menorca by sailboat

Port of departure:

Next departure: 1 august

990€
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€
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€
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€
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€
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€
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 1,650€

per spot

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

Port of departure: Ibiza, Spain

4 reviews

Next departure: 5 september · 1 dates available

From 1,650€
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 3,243€

cabin

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

Port of departure: Eden Island Marina

1 review

Next departure: 3 april · 24 dates available

From 3,243€
From 800€

per spot

A week's holiday in Menorca on a sailing boat

Port of departure: Barcelona, Spain

1 review

Next departure: 20 june · 11 dates available

From 800€

Show more experiences

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User reviews about Plans to sail August and September

4.66/5

Average grade

164

Valuations

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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Arantxa August of 2022

Grand Sailboat Cruise through Ibiza and Formentera from Valencia

A fantastic week. The boat is beautiful, spacious, very careful and clean, comfortable, fully equipped. And Nacho is a great captain, professional, serious and responsible, and an even better person; warm, close, willing to share his nautical knowledge with us... An incredible experience!

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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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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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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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Julia June of 2022

Almeria Crossing to the Balearic Islands for One Week

Unbeatable. The best backcountry experience of my life. Israel and Maria have been excellent in absolutely everything. Whether you want to learn a lot about sailing or if you want to be more relaxed, I highly recommend this experience. The boat is impeccable and Israel and Maria are excellent people and hosts: from10

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