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Plans to sail August and September

Plan your sailing vacation in August and September
94 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 120 experiences

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Experience Start Plazas Price
Sailing Week in Croatia
From 1 Aug to 8 Aug (2027)
1 Aug
8 days
6 More information Reserve for 801€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 1 Aug to 7 Aug (2027)
1 Aug
7 days
12 More information Reserve for 1,550€
Pearl of the Adriatic Cruise - Montenegro
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
12 More information Reserve for 2,300€
A week in the Seychelles on a Catamaran with everything included
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
12 More information Reserve for 3325.5€
A week in Saint Martin on a Catamaran with everything included
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 2 Aug to 6 Aug (2027)
2 Aug
5 days
12 More information Reserve for 4,158€
Greek Ionian island-hopping - all-inclusive sailing week, Fountaine Pajot 44
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
2 More information Reserve for 3,290€
Greek Ionian island-hopping - all-inclusive sailing week, Bali 4.2
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
8 More information Reserve for 2,500€
Greek Ionian island-hopping - all-inclusive sailing week, Dufour 48
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
10 More information Reserve for 1,860€
Greek Ionian island-hopping - all-inclusive sailing week, Fountaine Pajot 41
From 2 Aug to 9 Aug (2027)
2 Aug
8 days
8 More information Reserve for 2,565€
The Sporades Islands by sailboat, the perfect setting for your dream vacation.
From 3 Aug to 10 Aug (2027)
3 Aug
8 days
6 More information Reserve for 1,150€
Sail from Cadiz to Lisbon on a Tall Ship
From 4 Aug to 6 Aug (2027)
4 Aug
3 days
44 More information Reserve for 340€
11 days on a catamaran from Tahiti to Raiatea – all-inclusive
From 4 Aug to 14 Aug (2027)
4 Aug
11 days
12 More information Reserve for 8,973€
10-day trip through the Seychelles by Catamaran with everything included
From 5 Aug to 15 Aug (2027)
5 Aug
11 days
12 More information Reserve for 4477.5€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 5 Aug to 15 Aug (2027)
5 Aug
11 days
10 More information Reserve for 2,700€
A week in Bora Bora on a Catamaran with everything included
From 5 Aug to 12 Aug (2027)
5 Aug
8 days
12 More information Reserve for 6,498€
Five days around French Polynesia in a catamaran with everything included
From 6 Aug to 10 Aug (2027)
6 Aug
5 days
12 More information Reserve for 4,158€
Half Board Gulet Holiday from Rhodes
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
16 More information Reserve for 1,800€
Dodecenese Islands from Kos Relaxation Yacht Cabin Charter
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
18 More information Reserve for 1,600€
Corfu Sightseeing & Relaxation Yacht Cabin Charter
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 1,425€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
25 More information Reserve for 1,425€
A week in the Bahamas (Exumas) on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
4 More information Reserve for 2,905€
A week in the British Virgin Islands on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 2038.5€
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,265€
A week in Greece from Athens on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,382€
A week along the Emerald Coast on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,544€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,544€
A week on the Grenadines by catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
10 More information Reserve for 1957.5€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
6 More information Reserve for 2,345€
Catamaran sailing through the Greek Mediterranean from Athens - U40 trip
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
3 More information Reserve for 1,290€
Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
6 More information Reserve for 1,290€
Sailing trip to Greece - "Forever Young" cruise (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 990€
Sailing trip Croatia from Trogir "Forever Young" (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 990€
Mallorca's hidden coves: Forever-Young Tour (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 1,050€
Discover Mallorca's hidden coves: Youngline tour (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 950€
Sailing trip in Croatia from Trogir "Youngline Trip" (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 990€
Sailing trip to Greece - "Youngline" cruise (international)
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
7 More information Reserve for 990€
Gulet Holiday from Bodrum with Full Board Food Included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
20 More information Reserve for 1,488€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
16 More information Reserve for 1,225€
Athens Salamina port Party Boat Yacht Cabin Charter
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
46 More information Reserve for 1,124€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
16 More information Reserve for 1,380€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
20 More information Reserve for 1,488€
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 7 Aug to 13 Aug (2027)
7 Aug
7 days
8 More information Reserve for 850€
Sail from Lisbon to Azores on a Tall Ship
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
44 More information Reserve for 1,770€
A week in Koh Samui (Thailand) on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 3,546€
Sailing through the islands of Croatia on a KAT
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
6 More information Reserve for 899€
Sailing trip in Greece – sailing tour from Lefkas
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
6 More information Reserve for 693€
8-day/7-night Corfu gulet cruise!
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
4 More information Reserve for 1,329€
8-day/7-night Zante gulet cruise!
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
15 More information Reserve for 1,329€
Egadi Islands, San Vito, Zingaro Nature Reserve, skipper and hostess on board
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
6 More information Reserve for 800€
Croatia island-hopping under sail - all-inclusive week, Excess 11
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 2,445€
Croatia island-hopping under sail - all-inclusive week, Excess 15
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 2,660€
Croatia island-hopping under sail - all-inclusive week, Fountaine Pajot 44
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 3,150€
Croatia island-hopping under sail - all-inclusive week, Elan 50.1
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
10 More information Reserve for 1,970€
Croatia island-hopping under sail - all-inclusive week, Dufour 54
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
10 More information Reserve for 2,365€
Croatia island-hopping under sail - all-inclusive week, Lagoon 43
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 3,370€
Croatia island-hopping under sail - all-inclusive week, Lagoon 51
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 2,660€
Sail for one week around Göcek on an exclusive Gulet
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
20 More information Reserve for 1,800€
Southern Corsica by sailing boat
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
11 More information Reserve for 1,150€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 1,250€
Sailing Week in Croatia
From 8 Aug to 15 Aug (2027)
8 Aug
8 days
6 More information Reserve for 801€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 8 Aug to 14 Aug (2027)
8 Aug
7 days
12 More information Reserve for 1,550€
Pearl of the Adriatic Cruise - Montenegro
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
12 More information Reserve for 2,300€
A week in the Seychelles on a Catamaran with everything included
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
12 More information Reserve for 3325.5€
Greek Ionian island-hopping - all-inclusive sailing week, Bali 4.2
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
8 More information Reserve for 2,740€
Greek Ionian island-hopping - all-inclusive sailing week, Fountaine Pajot 44
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
6 More information Reserve for 3,030€
Greek Ionian island-hopping - all-inclusive sailing week, Excess 15
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
12 More information Reserve for 3,060€
Greek Ionian island-hopping - all-inclusive sailing week, Dufour 48
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
10 More information Reserve for 1,815€
Greek Ionian island-hopping - all-inclusive sailing week, Fountaine Pajot 41
From 9 Aug to 16 Aug (2027)
9 Aug
8 days
8 More information Reserve for 3,225€
Five days around French Polynesia in a catamaran with everything included
From 10 Aug to 14 Aug (2027)
10 Aug
5 days
12 More information Reserve for 4,158€
The Sporades Islands by sailboat, the perfect setting for your dream vacation.
From 10 Aug to 17 Aug (2027)
10 Aug
8 days
6 More information Reserve for 1,150€
A week in Bora Bora on a Catamaran with everything included
From 12 Aug to 19 Aug (2027)
12 Aug
8 days
12 More information Reserve for 6,498€
Half Board Gulet Holiday from Rhodes
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
16 More information Reserve for 1,800€
Dodecenese Islands from Kos Relaxation Yacht Cabin Charter
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
18 More information Reserve for 1,600€
Corfu Sightseeing & Relaxation Yacht Cabin Charter
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
8 More information Reserve for 1,425€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
25 More information Reserve for 1,425€
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 4,842€
A week in Greece from Athens on a Catamaran with everything included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 5,238€
A week along the Emerald Coast on a Catamaran with everything included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 5,337€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 5,337€
A week on the Grenadines by catamaran with everything included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
10 More information Reserve for 1858.5€
Five days around French Polynesia in a catamaran with everything included
From 14 Aug to 18 Aug (2027)
14 Aug
5 days
2 More information Reserve for 4,620€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
8 More information Reserve for 2,345€
Catamaran sailing through the Greek Mediterranean from Athens - U40 trip
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
3 More information Reserve for 1,290€
Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
6 More information Reserve for 1,290€
Sailing trip to Greece - "Forever Young" cruise (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 990€
Sailing trip Croatia from Trogir "Forever Young" (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 990€
Mallorca's hidden coves: Forever-Young Tour (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 1,050€
Discover Mallorca's hidden coves: Youngline tour (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 950€
Sailing trip in Croatia from Trogir "Youngline Trip" (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 990€
Sailing trip to Greece - "Youngline" cruise (international)
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
7 More information Reserve for 990€
Gulet Holiday from Bodrum with Full Board Food Included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
20 More information Reserve for 1,488€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
16 More information Reserve for 1,225€
Athens Salamina port Party Boat Yacht Cabin Charter
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
46 More information Reserve for 1,124€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
16 More information Reserve for 1,380€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
20 More information Reserve for 1,488€
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 14 Aug to 20 Aug (2027)
14 Aug
7 days
8 More information Reserve for 850€
Sail through the Azores from Sao Miguel to Terceira on a Tall Ship
From 14 Aug to 19 Aug (2027)
14 Aug
6 days
44 More information Reserve for 1,400€
11 days on a catamaran from Raiatea to Tahiti – all-inclusive
From 14 Aug to 24 Aug (2027)
14 Aug
11 days
12 More information Reserve for 8,973€
A week in Koh Samui (Thailand) on a Catamaran with everything included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 3,546€
Show all dates

User reviews about Plans to sail August and September

4.83/5
Average grade
46
Valuations
This trip has been an unforgettable experience. Antonio and Fernando made me feel at home, taking care of me and feeding me with a dedication that I will never forget. Every day was filled with laughter, those moments that bring a sincere smile to your face. You all have really touched me, and I want to see Mathew again.
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avatar
Fernando September of 2022
Good organization, Skipper, boat, food, etc.

It's not the fault of the organizer, but unpresentable taxi driver
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Spectacular is not enough! Super recommended!
Read more
A special vacation amidst wild coves, crystal-clear waters, and remote spots. Danilo, an expert skipper with a deep knowledge of the area, and Silvia, a dedicated and tireless chef, made the experience even more wonderful. The nights spent at anchor and the final barbecue were unforgettable! ⭐
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Simona August of 2026
We had a wonderful week sailing with Marco, who accompanied us with professionalism, friendliness, and discretion. He was always available to meet our needs and answer our questions about sailing. The boat was beautiful and comfortable, especially on the upper deck. Highly recommended!
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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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