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Plans to sail August and September

Plan your sailing vacation in August and September
700 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 300 experiences
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Experience Start Plazas Price
A week in Bora Bora on a Catamaran with everything included
From 13 Aug to 20 Aug
13 Aug
8 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 13 Aug to 17 Aug
13 Aug
5 days
12 More information Reserve for 2,304€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 14 Aug to 24 Aug
14 Aug
11 days
8 More information Reserve for 1,575€
Sailing from the Flegree to the Pontine Islands
From 14 Aug to 20 Aug
14 Aug
7 days
0 More information No availability
Gone with the wind, in the sea of Ulysses between the Greek islands
From 14 Aug to 21 Aug
14 Aug
8 days
0 More information No availability
Sailing holiday in Greece: Ionian Islands with hostess
From 14 Aug to 21 Aug
14 Aug
8 days
0 More information No availability
August Cruise: From Milos to the Peloponnese with a Hostess on Board
From 14 Aug to 21 Aug
14 Aug
8 days
0 More information No availability
Ocean School/Crossing/Mile building: Azores Islands Archipelago
From 14 Aug to 20 Aug
14 Aug
7 days
8 More information Reserve for 1,899€
Sail around Mallorca with a cook on board
From 14 Aug to 19 Aug
14 Aug
6 days
0 More information No availability
IMOCA Balearic Escape: A Weekend Sailing Adventure from Barcelona
From 14 Aug to 16 Aug
14 Aug
3 days
8 More information Reserve for 1,500€
Sailing between the Elba Islands, Capraia, and northern Corsica
From 14 Aug to 21 Aug
14 Aug
8 days
0 More information No availability
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 15 Aug to 21 Aug
15 Aug
7 days
0 More information No availability
A week in the North of Corsica on a Catamaran with everything included
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 15 Aug to 19 Aug
15 Aug
5 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
A week through the islands of Guadeloupe on a Catamaran with everything included
From 15 Aug to 22 Aug
15 Aug
8 days
2 More information Reserve for 2,250€
A week in Saint Martin on a Catamaran with everything included
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 15 Aug to 22 Aug
15 Aug
8 days
20 More information Reserve for 1,050€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 15 Aug to 22 Aug
15 Aug
8 days
16 More information Reserve for 1,300€
Gulet Holiday from Bodrum with Full Board Food Included
From 15 Aug to 22 Aug
15 Aug
8 days
20 More information Reserve for 1,400€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 15 Aug to 22 Aug
15 Aug
8 days
20 More information Reserve for 1,400€
Let's discover the Aeolian Islands together by sailing
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 15 Aug to 18 Aug
15 Aug
4 days
8 More information Reserve for 610€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 15 Aug to 22 Aug
15 Aug
8 days
8 More information Reserve for 990€
A week's holiday in Menorca on a sailing boat
From 15 Aug to 21 Aug
15 Aug
7 days
2 More information Reserve for 950€
Sailing through the islands of Croatia
From 15 Aug to 22 Aug
15 Aug
8 days
6 More information Reserve for 677€
8-day/7-night Corfu gulet cruise!
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
8-day/7-night Rhodes gulet cruise!
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
8-day/7-night Saronic gulet cruise!
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 15 Aug to 22 Aug
15 Aug
8 days
3 More information Reserve for 1,250€
Grand Sailboat Cruise through Ibiza and Formentera from Valencia
From 15 Aug to 21 Aug
15 Aug
7 days
0 More information No availability
From Zakyntos to Sicily across Ionian Sea on my catamaran
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Sailing and diving cruise in Ibiza and Formentera with 10 dives
From 15 Aug to 21 Aug
15 Aug
7 days
0 More information No availability
Greece tour Preveza/Lefkas
From 15 Aug to 21 Aug
15 Aug
7 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
The Île de Beauté: Sailing in Corsica with a night return
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
From magical Corfu to the Italian coast, sailing along wonderful islands and bays.
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 15 Aug to 22 Aug
15 Aug
8 days
8 More information Reserve for 1,650€
The wild south of Sardinia
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Ibiza and Formentera all inclusive on Ketch 18m
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Southern Corsica by sailing boat
From 15 Aug to 22 Aug
15 Aug
8 days
1 More information Reserve for 1,150€
Discovery cruise in the Gulf of Finland - Metropolises in the Northeast
From 15 Aug to 22 Aug
15 Aug
8 days
10 More information Reserve for 2,590€
Svalbard Safari Sailing
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Seater sailboat cruise to Ibiza and Formentera from Valencia
From 15 Aug to 21 Aug
15 Aug
7 days
6 More information Reserve for 765€
Week sailing trip in Greece Saronic Islands: Poros, Hydra, Spetses...
From 15 Aug to 21 Aug
15 Aug
7 days
0 More information No availability
Sail Croatia in Style from Kornati
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Sailing trip to Greece - "Forever Young" cruise (international)
From 15 Aug to 22 Aug
15 Aug
8 days
7 More information Reserve for 990€
Discover Mallorca's hidden coves: Youngline tour (international)
From 15 Aug to 22 Aug
15 Aug
8 days
7 More information Reserve for 890€
Sailing trip in Croatia from Trogir "Youngline Trip" (international)
From 15 Aug to 22 Aug
15 Aug
8 days
7 More information Reserve for 990€
Catamaran Flotilla (ages 30-50) | Greece: Kos, Symi, and Patmos
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
All-inclusive sailing holiday in Palma de Mallorca on an 18-meter ketch
From 15 Aug to 22 Aug
15 Aug
8 days
3 More information Reserve for 1,288€
Sailing adventure around Mallorca, experience the sea and coves
From 15 Aug to 22 Aug
15 Aug
8 days
6 More information Reserve for 845€
Nautical trip. 6 days between Valencia, Formentera and Ibiza
From 15 Aug to 21 Aug
15 Aug
7 days
2 More information Reserve for 850€
Week in the blue painted blue of the Aeolian Islands
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Sailing trip around the Greek islands
From 15 Aug to 22 Aug
15 Aug
8 days
1 More information Reserve for 1,100€
Sailing in Southern Sardinia
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
All-inclusive Croatia sailing week - Lagoon 42 catamaran, skipper & host
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Pontine flotilla: 2 boats 16 guests
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Discovering the Aeolian Islands on a Bali 5.4 catamaran
From 15 Aug to 22 Aug
15 Aug
8 days
10 More information Reserve for 1,800€
Croatia island-hopping under sail - all-inclusive week, Dufour 54
From 15 Aug to 22 Aug
15 Aug
8 days
2 More information Reserve for 1,435€
Croatia island-hopping under sail - all-inclusive week, Elan 50.1
From 15 Aug to 22 Aug
15 Aug
8 days
4 More information Reserve for 1,120€
Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira
From 16 Aug to 23 Aug
16 Aug
8 days
43 More information Reserve for 1,715€
Sailing holidays in the Sporades Islands of Greece: relaxation and sports
From 16 Aug to 23 Aug
16 Aug
8 days
0 More information No availability
Sailing holidays in Ibiza-Formentera
From 16 Aug to 22 Aug
16 Aug
7 days
0 More information No availability
Sailing cruise with a professional skipper in the Tuscan Archipelago
From 16 Aug to 23 Aug
16 Aug
8 days
0 More information No availability
Ios, Santorini and Anafi, the best of the central Cyclades
From 16 Aug to 23 Aug
16 Aug
8 days
0 More information No availability
Azores Archipelago - from Horta to Ponta Delgada
From 16 Aug to 29 Aug
16 Aug
14 days
6 More information Reserve for 1,890€
Sailing holiday between Elba, Pianosa, Giglio, Giannutri, and Argentario
From 16 Aug to 22 Aug
16 Aug
7 days
0 More information No availability
Catamaran sailing in South Dalmatia
From 16 Aug to 23 Aug
16 Aug
8 days
0 More information No availability
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 16 Aug to 22 Aug
16 Aug
7 days
0 More information No availability
Sailing in Malta: Islands in a pristine sea
From 16 Aug to 22 Aug
16 Aug
7 days
2 More information Reserve for 990€
Luxury Gulet Cruises in the Northern Ionian Islands (Greece)
From 16 Aug to 22 Aug
16 Aug
7 days
3 More information Reserve for 2,650€
A week of sailing and sea between Corsica and Sardinia
From 16 Aug to 22 Aug
16 Aug
7 days
2 More information Reserve for 980€
Week on a sailing boat in the Porquerolles and Calanques islands
From 16 Aug to 23 Aug
16 Aug
8 days
1 More information Reserve for 870€
Sailing week Porquerolles islands and Calanques
From 16 Aug to 23 Aug
16 Aug
8 days
1 More information Reserve for 850€
Capraia and Northern Corsica holidays to Saint Florence
From 16 Aug to 22 Aug
16 Aug
7 days
0 More information No availability
A week in the Seychelles on a Catamaran with everything included
From 17 Aug to 24 Aug
17 Aug
8 days
4 More information Reserve for 3,537€
Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran
From 17 Aug to 28 Aug
17 Aug
12 days
7 More information Reserve for 1,980€
Sail a week on a sailboat in Corsica
From 17 Aug to 23 Aug
17 Aug
7 days
4 More information Reserve for 850€
Pearl of the Adriatic Cruise - Montenegro
From 17 Aug to 24 Aug
17 Aug
8 days
0 More information No availability
Sailing holidays in Ibiza and Formentera
From 17 Aug to 23 Aug
17 Aug
7 days
4 More information Reserve for 1,350€
Sailing Week in the Tuscan Archipelago
From 17 Aug to 23 Aug
17 Aug
7 days
0 More information No availability
Sail around Lavezzi Islands and Southern Corsica. White rock and transparent coves
From 17 Aug to 21 Aug
17 Aug
5 days
0 More information No availability
6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda
From 17 Aug to 23 Aug
17 Aug
7 days
5 More information Reserve for 740€
Ibiza and Formentera week from Denia by sailboat!
From 17 Aug to 23 Aug
17 Aug
7 days
3 More information Reserve for 1,080€
Greek Ionian island-hopping - all-inclusive sailing week, Dufour 48
From 17 Aug to 24 Aug
17 Aug
8 days
0 More information No availability
4-Day Cruise Adventure: Olympos to Fethiye
From 18 Aug to 21 Aug
18 Aug
4 days
6 More information Reserve for 590€
Flotilla Sailing Cruise in the Ionian Islands, Greece
From 18 Aug to 29 Aug
18 Aug
12 days
0 More information No availability
Catamaran Cruise to the Ionian Islands, Greece in a Flotilla
From 18 Aug to 29 Aug
18 Aug
12 days
0 More information No availability
Bali Catamaran Flotilla Cruise in the Ionian Islands, Greece
From 18 Aug to 29 Aug
18 Aug
12 days
0 More information No availability
From Mykonos to Milos, sailing in the Cyclades with a skipper and onboard cuisine
From 18 Aug to 24 Aug
18 Aug
7 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 18 Aug to 22 Aug
18 Aug
5 days
4 More information Reserve for 4,800€
Show all dates
User reviews about Plans to sail August and September
4.70/5
Average grade
174
Valuations
Unforgetable experience. We have made a very nice voyage with a super captain who has always made us feel very safe. The trip was very well thought out, knowing paradisiacal places planned very well based on the time. The organization on board was excellent and we learned a lot about the sailboats.
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It was a perfect adventure! Nacho is an excellent captain, very professional, super experienced and a great host. A holiday not to be forgotten! A real success, to repeat again.
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La aventura mediterránea perfecta.Nacho es un excelente capitán, un marinero experimentado y un gran anfitrión. Lo mejor para mí fue pasar de viajeros a ser tripulación en apenas horas. Unas vacaciones activas, para aprender y disfrutar a partes iguales. Todo un acierto ☺️
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Unrepeatable days!

I'll be back for sure.

Thank you for everything.
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A unique, adventurous exp. with touches of both fun and total peace.

First time I was sailing on a 7-day voyage and I have to say that I would do it again without a doubt. Top sailboat with all the amenities, security and enough space. Nacho, the captain is a crack! Total control of 10, to the ship and to you
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I could not be more satisfied with the experience in the Ionian crossing with Leo. He is a friendly, prudent captain with great knowledge of the area. He is a great person and an excellent cook! The boat is very comfortable, clean and a delight to navigate. If you are thinking about Greece, Leo is your captain!! :D
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