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Plans to sail August and September

Plan your sailing vacation in August and September
801 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 301 experiences
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Experience Start Plazas Price
A week in the Seychelles on a Catamaran with everything included
From 21 Sep to 28 Sep
21 Sep
8 days
0 More information No availability
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 21 Sep to 23 Sep
21 Sep
3 days
0 More information No availability
Pearl of the Adriatic Cruise - Montenegro
From 21 Sep to 28 Sep
21 Sep
8 days
0 More information No availability
4-Day Cruise Adventure: Olympos to Fethiye
From 22 Sep to 25 Sep
22 Sep
4 days
8 More information Reserve for 575€
Mykonos and the Cyclades Islands by sailboat, with skipper and on-board cuisine
From 22 Sep to 28 Sep
22 Sep
7 days
6 More information Reserve for 800€
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 22 Sep to 26 Sep
22 Sep
5 days
0 More information No availability
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 23 Sep to 3 Oct
23 Sep
11 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 24 Sep to 28 Sep
24 Sep
5 days
8 More information Reserve for 1,952€
A week in Bora Bora on a Catamaran with everything included
From 24 Sep to 1 Oct
24 Sep
8 days
2 More information Reserve for 6,580€
Sailing and diving cruise in Ibiza and Formentera, 4 nights with 6 dives
From 24 Sep to 28 Sep
24 Sep
5 days
0 More information No availability
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 24 Sep to 26 Sep
24 Sep
3 days
4 More information Reserve for 790€
Les Voiles de Saint-Tropez Regatta
From 24 Sep to 4 Oct
24 Sep
11 days
9 More information Reserve for 1,435€
Sailing weekend on Elba Island
From 25 Sep to 27 Sep
25 Sep
3 days
6 More information Reserve for 350€
Grand Sailing Weekend: Columbretes from Valencia
From 25 Sep to 27 Sep
25 Sep
3 days
2 More information Reserve for 266€
Weekend to Mallorca by sailboat from Barcelona
From 25 Sep to 27 Sep
25 Sep
3 days
0 More information No availability
Balearic Escape: A Weekend Sailing Adventure from Barcelona
From 25 Sep to 27 Sep
25 Sep
3 days
6 More information Reserve for 800€
Balearic Escape: A Weekend Sailing Adventure on Catamaran From Casteldefells
From 25 Sep to 27 Sep
25 Sep
3 days
6 More information Reserve for 600€
3-day sailing trip to Menorca: training trip
From 25 Sep to 27 Sep
25 Sep
3 days
0 More information No availability
Weekend in the Tuscan Archipelago, Capraia, its bays and trekking.
From 25 Sep to 27 Sep
25 Sep
3 days
8 More information Reserve for 250€
French Riviera between charm and worldliness
From 25 Sep to 27 Sep
25 Sep
3 days
0 More information No availability
Sailing trip to the best coves of Jávea and Moraira sleeping on board
From 25 Sep to 27 Sep
25 Sep
3 days
6 More information Reserve for 260€
Sailing trip from Burriana to Columbretes or Peñíscola
From 25 Sep to 27 Sep
25 Sep
3 days
5 More information Reserve for 159€
Weekend Nautical Adventure to Cartagena: History and Sea
From 25 Sep to 27 Sep
25 Sep
3 days
8 More information Reserve for 330€
Fin de Semana a las Columbretes en Velero
From 25 Sep to 27 Sep
25 Sep
3 days
6 More information Reserve for 250€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 26 Sep to 2 Oct
26 Sep
7 days
8 More information Reserve for 850€
A week in the North of Corsica on a Catamaran with everything included
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 2,952€
A week on the Grenadines by catamaran with everything included
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Sail for one week around Göcek on an exclusive Gulet
From 26 Sep to 3 Oct
26 Sep
8 days
20 More information Reserve for 1,970€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 26 Sep to 3 Oct
26 Sep
8 days
16 More information Reserve for 1,250€
Gulet Holiday from Bodrum with Full Board Food Included
From 26 Sep to 3 Oct
26 Sep
8 days
20 More information Reserve for 1,225€
Let's discover the Aeolian Islands together by sailing
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 26 Sep to 29 Sep
26 Sep
4 days
8 More information Reserve for 540€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 900€
Sailing and climbing in Croatia
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 699€
The Egadi Islands aboard a brand new catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 950€
Sailing through the islands of Croatia
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
8-day/7-night Corfu gulet cruise!
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
8-day/7-night Rhodes gulet cruise!
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
8-day/7-night Saronic gulet cruise!
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 950€
Gone with the wind, discovering the Cyclades passing by the temple of Poseidon
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 741€
Discovering Sicily and Egadi islands from Trapani to Palermo on my catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 1,674€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 1,850€
Mallorca all inclusive on an 18m Ketch
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Croatia and Montenegro Catamaran Cruise from Dubrovnik
From 26 Sep to 3 Oct
26 Sep
8 days
2 More information Reserve for 1,600€
"Nostalgia Cruise" – cruising the fjords of the Western Baltic Sea
From 26 Sep to 2 Oct
26 Sep
7 days
12 More information Reserve for 1,976€
European Mile Builder SJ Leg 1: Spain to Gibraltar
From 26 Sep to 2 Oct
26 Sep
7 days
9 More information Reserve for 545€
Sailing trip to Greece - "Forever Young" cruise (international)
From 26 Sep to 3 Oct
26 Sep
8 days
7 More information Reserve for 970€
Discover Mallorca's hidden coves: Youngline tour (international)
From 26 Sep to 3 Oct
26 Sep
8 days
7 More information Reserve for 870€
Sailing trip in Croatia from Trogir "Youngline Trip" (international)
From 26 Sep to 3 Oct
26 Sep
8 days
7 More information Reserve for 970€
All-inclusive sailing holiday in Palma de Mallorca on an 18-meter ketch
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Gulet Holiday from Bodrum with Full Board Food Included
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 1,225€
Experience the Costa Smeralda from Olbia on a 16m yacht with a maximum of 6 guests
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Authentic sailing experience on a luxury catamaran around the Saronic Islands
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 2,350€
Weekend sailing trip along the Catalan coast from Vilanova
From 26 Sep to 27 Sep
26 Sep
2 days
3 More information Reserve for 325€
Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
10 More information Reserve for 980€
Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 1,090€
Fethiye Marmaris Fethiye 7N Cruises
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 836€
Madeira Round Trip including the island of Porto Santo
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 945€
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 27 Sep to 1 Oct
27 Sep
5 days
2 More information Reserve for 4,510€
Catamaran sailing in South Dalmatia
From 27 Sep to 4 Oct
27 Sep
8 days
8 More information Reserve for 728€
Sailing in Malta: Islands in a pristine sea
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 740€
Sailing cruises to Corsica or the French Riviera
From 27 Sep to 2 Oct
27 Sep
6 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 28 Sep to 2 Oct
28 Sep
5 days
6 More information Reserve for 3,366€
A week in the Seychelles on a Catamaran with everything included
From 28 Sep to 5 Oct
28 Sep
8 days
6 More information Reserve for 2341.75€
Pearl of the Adriatic Cruise - Montenegro
From 28 Sep to 5 Oct
28 Sep
8 days
0 More information No availability
Week sailing trip in Greece Saronic Islands: Poros, Hydra, Spetses...
From 28 Sep to 4 Oct
28 Sep
7 days
0 More information No availability
Sailing Adventure from Rome to Mallorca
From 28 Sep to 11 Oct
28 Sep
14 days
2 More information Reserve for 650€
4-Day Cruise Adventure: Olympos to Fethiye
From 29 Sep to 2 Oct
29 Sep
4 days
8 More information Reserve for 490€
5 days sailing on a catamaran in the The Galapagos islands
From 29 Sep to 3 Oct
29 Sep
5 days
16 More information Reserve for 3206.93994140625€
The Cyclades you wouldn't expect: from Mykonos to Cape Sounio, with skipper and cuisine
From 29 Sep to 5 Oct
29 Sep
7 days
5 More information Reserve for 950€
10-day trip through the Seychelles by Catamaran with everything included
From 30 Sep to 10 Oct
30 Sep
11 days
0 More information No availability
Sailing and diving cruise in Ibiza and Formentera, 4 nights with 6 dives
From 30 Sep to 4 Oct
30 Sep
5 days
0 More information No availability
Mile-building trip from Mallorca to Almerimar
From 30 Sep to 7 Oct
30 Sep
8 days
4 More information Reserve for 749€
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User reviews about Plans to sail August and September
4.75/5
Average grade
225
Valuations
Excelente viaje por Ibiza. Cumplió metas: calas hermosas, gran grupo humano y reconexión náutica. Barco de revista, muy limpio y ordenado, con lancha auxiliar a disposición. Capitanes con gran profesionalidad y conocimientos del mar (explicaciones top). Comida abundante de Fernando; manutención bien ajustada.
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I recommend you meet Gabi and her boat, they are both incredible!!
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An exceptional experience, Antonio a very professional skipper, Fernando all the kindness and attention to make our experience perfect. Excellent!!!!
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Octavio June of 2026
everything perfect, professional crew, very pleasant and very friendly, the boat excellent
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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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4 friends decided to spend a few days on a sailboat between Ibiza and Formentera. Choosing Alex and Mausi as hosts was an excellent decision. We had an incredible week. I hope we can repeat! The boat is comfortable, the meals like at home and the activities help make the week truly a luxury!
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