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Plans to sail August and September

Plan your sailing vacation in August and September
677 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 290 experiences
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Experience Start Plazas Price
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 1 Aug to 8 Aug
1 Aug
8 days
4 More information Reserve for 5023.5€
A week along the Emerald Coast on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 1 Aug to 7 Aug
1 Aug
7 days
4 More information Reserve for 850€
A week in the British Virgin Islands on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
2 More information Reserve for 2,570€
A week in the North of Corsica on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
2 More information Reserve for 4,662€
10-day trip through the Seychelles by Catamaran with everything included
From 1 Aug to 11 Aug
1 Aug
11 days
4 More information Reserve for 4,680€
A week on the Grenadines by catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
A week through the islands of Guadeloupe on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 1 Aug to 8 Aug
1 Aug
8 days
20 More information Reserve for 1,050€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 1 Aug to 8 Aug
1 Aug
8 days
16 More information Reserve for 1,300€
Let's discover the Aeolian Islands together by sailing
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 1 Aug to 4 Aug
1 Aug
4 days
8 More information Reserve for 610€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 990€
A week in the Bahamas (Abacos) on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 1,864€
Cowes Sailing Week
From 1 Aug to 2 Aug
1 Aug
2 days
9 More information Reserve for 175€
A week's holiday in Menorca on a sailing boat
From 1 Aug to 7 Aug
1 Aug
7 days
0 More information No availability
Sailing through the islands of Croatia
From 1 Aug to 8 Aug
1 Aug
8 days
6 More information Reserve for 729€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
8-day/7-night Rhodes gulet cruise!
From 1 Aug to 8 Aug
1 Aug
8 days
1 More information Reserve for 1,129€
8-day/7-night Saronic gulet cruise!
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sail a week in Ibiza and Formentera in August
From 1 Aug to 7 Aug
1 Aug
7 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Grand Sailboat Cruise through Ibiza and Formentera from Valencia
From 1 Aug to 7 Aug
1 Aug
7 days
0 More information No availability
Gone with the wind, in the sea of Ulysses between the Greek islands
From 1 Aug to 7 Aug
1 Aug
7 days
6 More information Reserve for 655€
Sailing holiday in Greece: Ionian Islands with hostess
From 1 Aug to 7 Aug
1 Aug
7 days
7 More information Reserve for 750€
Sailing and diving cruise in Ibiza and Formentera with 10 dives
From 1 Aug to 7 Aug
1 Aug
7 days
4 More information Reserve for 1,440€
Family sailing in Croatia
From 1 Aug to 8 Aug
1 Aug
8 days
3 More information Reserve for 688€
From Kalamata to Pylos around the south Peloponnese on my catamaran
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sardinia by Catamaran by cabins. Costa Smeralda and Maddalenna.
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
The Île de Beauté: Sailing in Corsica with a night return
From 1 Aug to 8 Aug
1 Aug
8 days
2 More information Reserve for 792€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sailing holiday in Greece: explore the Ionian Islands including Kefalonia, Ithaca, and Lefkada
From 1 Aug to 8 Aug
1 Aug
8 days
3 More information Reserve for 690€
Sailing holiday in Greece: explore the Ionian Islands including Kefalonia, Ithaca, and Lefkada
From 1 Aug to 8 Aug
1 Aug
8 days
3 More information Reserve for 690€
Sailing holiday in Greece: explore the Ionian Islands including Kefalonia, Ithaca, and Lefkada
From 1 Aug to 8 Aug
1 Aug
8 days
3 More information Reserve for 690€
Sail around Menorca on a sailboat with a cook on board
From 1 Aug to 6 Aug
1 Aug
6 days
1 More information Reserve for 900€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 1,650€
Sailing trip along the Turkish coast
From 1 Aug to 8 Aug
1 Aug
8 days
6 More information Reserve for 1,100€
The wild south of Sardinia
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Ibiza and Formentera all inclusive on Ketch 18m
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sail for a week around Menorca by sailboat
From 1 Aug to 7 Aug
1 Aug
7 days
0 More information No availability
Sweden, Åland and Finland
From 1 Aug to 8 Aug
1 Aug
8 days
10 More information Reserve for 2,590€
Zanzibar & Pemba Catamaran Cruise
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 1,280€
Sailing trip Alicante - Ibiza - Formentera - Mallorca
From 1 Aug to 8 Aug
1 Aug
8 days
2 More information Reserve for 1,500€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sailing trip Croatia from Trogir "Forever Young" (international)
From 1 Aug to 8 Aug
1 Aug
8 days
7 More information Reserve for 990€
Week sailing trip in Greece Saronic Islands: Poros, Hydra, Spetses...
From 1 Aug to 7 Aug
1 Aug
7 days
2 More information Reserve for 600€
A week on a sailing boat in the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Discover Mallorca's hidden coves: Youngline tour (international)
From 1 Aug to 8 Aug
1 Aug
8 days
7 More information Reserve for 890€
Flotilla Sailing Week (ages 30-45) | Sardinia & Corsica: Maddalena, Bonifacio
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
All-inclusive sailing holiday in Palma de Mallorca on an 18-meter ketch
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sailing adventure around Mallorca, experience the sea and coves
From 1 Aug to 8 Aug
1 Aug
8 days
6 More information Reserve for 845€
Wherever the wind takes us - Sailing trip from Barcelona
From 1 Aug to 7 Aug
1 Aug
7 days
5 More information Reserve for 1,300€
La Maddalena Archipelago. Sail between Budelli, Santa Maria and Cala Corsara
From 1 Aug to 7 Aug
1 Aug
7 days
0 More information No availability
Catamaran holiday in the Egadi Islands aboard an Astrea 42
From 1 Aug to 8 Aug
1 Aug
8 days
1 More information Reserve for 1,500€
Week in the blue painted blue of the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 891€
All-inclusive Croatia sailing week - Lagoon 42 catamaran, skipper & host
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Half Board Gulet Holiday from Rhodes
From 1 Aug to 8 Aug
1 Aug
8 days
2 More information Reserve for 1,400€
Holidays on a 16-meter sailboat around Ibiza and Formentera
From 1 Aug to 8 Aug
1 Aug
8 days
1 More information Reserve for 945€
A week in Greece from Athens on a Catamaran with everything included
From 1 Aug to 8 Aug
1 Aug
8 days
12 More information Reserve for 2677.5€
Cowes Sailing Week
From 2 Aug to 3 Aug
2 Aug
2 days
9 More information Reserve for 175€
Sailing holidays in Ibiza-Formentera
From 2 Aug to 8 Aug
2 Aug
7 days
0 More information No availability
Sailing holidays in the Sporades Islands of Greece: relaxation and sports
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
10-Day Cruise: From the Dodecanese to Milos with Hostess on Board
From 2 Aug to 11 Aug
2 Aug
10 days
0 More information No availability
Sailing cruise with a professional skipper in the Tuscan Archipelago
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
Azores Archipelago: Horta - Horta
From 2 Aug to 15 Aug
2 Aug
14 days
6 More information Reserve for 1,890€
Let's sail together in Southern Sardinia
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 2 Aug to 8 Aug
2 Aug
7 days
12 More information Reserve for 1,550€
Sailing holiday in the north of Sardinia and the south of Corsica
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
Sailing in Malta: Islands in a pristine sea
From 2 Aug to 8 Aug
2 Aug
7 days
6 More information Reserve for 990€
Luxury Gulet Cruises in the Northern Ionian Islands (Greece)
From 2 Aug to 8 Aug
2 Aug
7 days
2 More information Reserve for 2,650€
A week of sailing and sea between Corsica and Sardinia
From 2 Aug to 8 Aug
2 Aug
7 days
3 More information Reserve for 980€
Sailing Holiday in Sardinia and the Strait of Bonifacio, 50 Feet
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
Week on a sailing boat in the Porquerolles and Calanques islands
From 2 Aug to 9 Aug
2 Aug
8 days
0 More information No availability
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 2 Aug to 8 Aug
2 Aug
7 days
4 More information Reserve for 990€
Five days around French Polynesia in a catamaran with everything included
From 3 Aug to 7 Aug
3 Aug
5 days
0 More information No availability
A week in the Seychelles on a Catamaran with everything included
From 3 Aug to 10 Aug
3 Aug
8 days
2 More information Reserve for 4,060€
Cowes Sailing Week
From 3 Aug to 4 Aug
3 Aug
2 days
9 More information Reserve for 175€
Cowes Sailing Week
From 3 Aug to 4 Aug
3 Aug
2 days
9 More information Reserve for 175€
Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran
From 3 Aug to 14 Aug
3 Aug
12 days
7 More information Reserve for 1,980€
Sail a week on a sailboat in Corsica
From 3 Aug to 9 Aug
3 Aug
7 days
1 More information Reserve for 850€
Ocean School/Travesía/Mile building: Baiona (Galicia) to Madeira
From 3 Aug to 9 Aug
3 Aug
7 days
2 More information Reserve for 1,899€
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 3 Aug to 7 Aug
3 Aug
5 days
8 More information Reserve for 2,304€
Pearl of the Adriatic Cruise - Montenegro
From 3 Aug to 10 Aug
3 Aug
8 days
12 More information Reserve for 1,840€
Sailing holidays in Ibiza and Formentera
From 3 Aug to 9 Aug
3 Aug
7 days
4 More information Reserve for 1,350€
Greek Ionian island-hopping - all-inclusive sailing week, Bali 4.2
From 3 Aug to 10 Aug
3 Aug
8 days
2 More information Reserve for 1,895€
Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira
From 4 Aug to 11 Aug
4 Aug
8 days
13 More information Reserve for 1,715€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 4 Aug to 14 Aug
4 Aug
11 days
0 More information No availability
4-Day Cruise Adventure: Olympos to Fethiye
From 4 Aug to 7 Aug
4 Aug
4 days
8 More information Reserve for 590€
Cowes Sailing Week
From 4 Aug to 5 Aug
4 Aug
2 days
9 More information Reserve for 175€
Round Britain & Ireland Race
From 4 Aug to 21 Aug
4 Aug
18 days
10 More information Reserve for 6,575€
5 days sailing on a catamaran in the The Galapagos islands
From 4 Aug to 8 Aug
4 Aug
5 days
16 More information Reserve for 3206.93994140625€
Sailing from Milos to Mykonos, discovering the Aegean with a skipper and onboard cuisine.
From 4 Aug to 10 Aug
4 Aug
7 days
0 More information No availability
A 4-day sailing trip between the islands of the Gulf of Naples and the Amalfi Coast
From 4 Aug to 8 Aug
4 Aug
5 days
0 More information No availability
RORC Round Britain and Ireland Race 2026
From 5 Aug to 27 Aug
5 Aug
23 days
9 More information Reserve for 3,950€
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User reviews about Plans to sail August and September
4.72/5
Average grade
162
Valuations
An exceptional experience, Antonio a very professional skipper, Fernando all the kindness and attention to make our experience perfect. Excellent!!!!
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Magnificent plan to enjoy diving and the beaches of Ibiza and Formentera, incredible dives and a great deal, you will eat great and until you burst, great team very professional and above all human, do not think it will be the best vacation of your life
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Attentive crew and captain but not allowed to sail in the bow, something essential for me. A lot of smoke on board: 9 out of 10 people smoked, and the captain doesn't regulate it. We spent 2 days in San Antonio, a busy and charming area. It's not the ideal trip if you're looking for calm, boating, solitude and unforgettable sunsets
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Very good experience, Antonio is a very nice person, his sailboat is very welcoming, and I think they are just one person, man-sailboat, so the sailing was beautiful
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The boat is fantastic and very well cared for. Nice and competent crew. The road is an incredible challenge to overcome. Only Eolo failed us, he was lazy and surprised us with a Cantabrico in calm chicha like never before. I will have to return to meet him in his natural state and his owner. ;-)
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A fantastic experience. The sound of the wind piercing the silence while sailing, the sunrise, the sunset, and the magical island landscapes seen from the sea remain etched in the memory. All this topped off by the expertise and professionalism of Mario, a master of navigation and life. Enrico.
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