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Plans to sail August and September

Plan your sailing vacation in August and September
692 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 298 experiences
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Experience Start Plazas Price
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
0 More information No availability
Sailing holidays in Ibiza and Formentera
From 3 Aug to 9 Aug
3 Aug
7 days
4 More information Reserve for 1,350€
6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda
From 3 Aug to 9 Aug
3 Aug
7 days
5 More information Reserve for 690€
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
0 More information No availability
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€
Cowes Sailing Week
From 5 Aug to 6 Aug
5 Aug
2 days
9 More information Reserve for 175€
Sailing charter from Elba to Porto Vecchio (Corsica) one-way
From 5 Aug to 7 Aug
5 Aug
3 days
8 More information Reserve for 290€
A week in Bora Bora on a Catamaran with everything included
From 6 Aug to 13 Aug
6 Aug
8 days
2 More information Reserve for 6,309€
Cowes Sailing Week
From 6 Aug to 7 Aug
6 Aug
2 days
9 More information Reserve for 175€
Sail around Menorca on a sailboat with a cook on board
From 6 Aug to 11 Aug
6 Aug
6 days
0 More information No availability
Svalbard Safari Sailing
From 6 Aug to 14 Aug
6 Aug
9 days
0 More information No availability
Long weekend on the island of Elba
From 6 Aug to 9 Aug
6 Aug
4 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 7 Aug to 11 Aug
7 Aug
5 days
0 More information No availability
Sailing from the Flegree to the Pontine Islands
From 7 Aug to 13 Aug
7 Aug
7 days
0 More information No availability
Cowes Sailing Week
From 7 Aug to 8 Aug
7 Aug
2 days
9 More information Reserve for 175€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 7 Aug to 14 Aug
7 Aug
8 days
6 More information Reserve for 712€
Sailing holiday in Greece: Ionian Islands with hostess
From 7 Aug to 14 Aug
7 Aug
8 days
6 More information Reserve for 765€
Seater sailboat cruise to Ibiza and Formentera from Valencia
From 7 Aug to 13 Aug
7 Aug
7 days
0 More information No availability
IMOCA Balearic Escape: A Weekend Sailing Adventure from Barcelona
From 7 Aug to 9 Aug
7 Aug
3 days
8 More information Reserve for 1,500€
Sailing holiday in Sardinia
From 7 Aug to 14 Aug
7 Aug
8 days
0 More information No availability
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 8 Aug to 15 Aug
8 Aug
8 days
2 More information Reserve for 4,760€
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 8 Aug to 14 Aug
8 Aug
7 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
4 More information Reserve for 2,125€
A week in the South of Corsica on a Catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
2 More information Reserve for 5,180€
A week on the Grenadines by catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
2 More information Reserve for 2,680€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
12 More information Reserve for 1083.75€
A week in Saint Martin on a Catamaran with everything included
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 8 Aug to 15 Aug
8 Aug
8 days
16 More information Reserve for 1,050€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 8 Aug to 15 Aug
8 Aug
8 days
16 More information Reserve for 1,300€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 8 Aug to 15 Aug
8 Aug
8 days
20 More information Reserve for 1,400€
Let's discover the Aeolian Islands together by sailing
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 8 Aug to 11 Aug
8 Aug
4 days
8 More information Reserve for 610€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 8 Aug to 15 Aug
8 Aug
8 days
8 More information Reserve for 990€
A week's holiday in Menorca on a sailing boat
From 8 Aug to 14 Aug
8 Aug
7 days
0 More information No availability
Sailing Cruise to Menorca from Barcelona — A Week of Sea and Freedom
From 8 Aug to 14 Aug
8 Aug
7 days
0 More information No availability
Ibiza and Formentera Sailing Cruise from Barcelona
From 8 Aug to 14 Aug
8 Aug
7 days
8 More information Reserve for 950€
Sailing through the islands of Croatia
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
8-day/7-night Corfu gulet cruise!
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
8-day/7-night Rhodes gulet cruise!
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
8-day/7-night Saronic gulet cruise!
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sail a week in Ibiza and Formentera in August
From 8 Aug to 14 Aug
8 Aug
7 days
4 More information Reserve for 650€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 8 Aug to 15 Aug
8 Aug
8 days
3 More information Reserve for 1,250€
Grand Sailboat Cruise through Ibiza and Formentera from Valencia
From 8 Aug to 14 Aug
8 Aug
7 days
0 More information No availability
Sailing and diving cruise around Ibiza and Formentera, 5 nights with 8 dives
From 8 Aug to 13 Aug
8 Aug
6 days
0 More information No availability
From Pylos to Zakinthos around the Ionian Sea on my catamaran
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Greece tour Preveza/Lefkas
From 8 Aug to 14 Aug
8 Aug
7 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Flotilla Sailing Cruise in the Ionian Islands, Greece
From 8 Aug to 18 Aug
8 Aug
11 days
0 More information No availability
Catamaran Cruise to the Ionian Islands, Greece in a Flotilla
From 8 Aug to 18 Aug
8 Aug
11 days
0 More information No availability
Bali Catamaran Flotilla Cruise in the Ionian Islands, Greece
From 8 Aug to 18 Aug
8 Aug
11 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
The Île de Beauté: Sailing in Corsica with a night return
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Set sail from Iceland to the wilderness and ice of Greenland
From 8 Aug to 21 Aug
8 Aug
14 days
0 More information No availability
Ionian Greece by sail: Corfu, Paxos, Antipaxos: among extraordinary landscapes
From 8 Aug to 15 Aug
8 Aug
8 days
3 More information Reserve for 690€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 8 Aug to 15 Aug
8 Aug
8 days
8 More information Reserve for 1,650€
The wild south of Sardinia
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 8 Aug to 12 Aug
8 Aug
5 days
0 More information No availability
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sail Croatia on a Catamaran Cruise
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Ibiza and Formentera all inclusive on Ketch 18m
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sailing trip in Norway ➔Chapter: Lofoten
From 8 Aug to 15 Aug
8 Aug
8 days
6 More information Reserve for 5,800€
Southern Corsica by sailing boat
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Archipelago Sea and Gulf of Finland - Exploration trip along Finland's southern coast
From 8 Aug to 15 Aug
8 Aug
8 days
12 More information Reserve for 2,590€
Sardinia by Catamaran by cabins. Costa Smeralda and Maddalenna.
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Discover Sailing in Saronic & Cyclades
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Northern Sardinia by Catamaran with Hostess and Galley
From 8 Aug to 15 Aug
8 Aug
8 days
4 More information Reserve for 2,800€
Week sailing trip in Greece Saronic Islands: Poros, Hydra, Spetses...
From 8 Aug to 14 Aug
8 Aug
7 days
4 More information Reserve for 600€
Catamaran sailing through the Greek Mediterranean from Athens
From 8 Aug to 15 Aug
8 Aug
8 days
3 More information Reserve for 1,390€
A week on a sailing boat in the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Discover Mallorca's hidden coves: Youngline tour (international)
From 8 Aug to 15 Aug
8 Aug
8 days
7 More information Reserve for 890€
Sailing trip to Greece - "Youngline" cruise (international)
From 8 Aug to 15 Aug
8 Aug
8 days
7 More information Reserve for 990€
A week sailing through the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
All-inclusive sailing holiday in Palma de Mallorca on an 18-meter ketch
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sailing adventure around Mallorca, experience the sea and coves
From 8 Aug to 15 Aug
8 Aug
8 days
6 More information Reserve for 845€
Sail from Sardinia to Corsica. Wild islands and crystal clear waters
From 8 Aug to 16 Aug
8 Aug
9 days
0 More information No availability
Week in the blue painted blue of the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sailing trip around the Greek islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sailing in Southern Sardinia
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Discovering Cilento by sailing boat
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Discovering the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
6 More information Reserve for 855€
Show all dates
User reviews about Plans to sail August and September
4.73/5
Average grade
166
Valuations
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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An unforgettable week on a sailing boat! ⛵️ Captain Mario, competent and charming, and Antonella, welcoming and cheerful, made us experience the sea with ease. We had a wonderful connection with the other guests: an authentic and fun experience, highly recommended!
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All perfect



Very nice and well maintained boat



Great captain and great second on board



Very professional and very friendly



I hope to repeat



A 10 out of 10



Thank you Gianluca and Lina!!!!
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Even Columbretes, the sea let itself be loved. Sailing to Cabrera was something else: with 3 m waves and strong winds, the most epic moment was when we took an uncertain course looking for the shady mouth of the bay. But with Carlos and Borja as patrons it was as exciting as it was sure. Sailing with you never disappoints.
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Excellent week. Cristina an amazing dive instructor and Jesus a very trustworthy captain. For those who want to navigate experiencing diving in incredible places I recommend it 100%.
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Great skipper, attentive, friendly and responsible, doing everything possible for our comfort and an excellent experience. Great atmosphere, comfortable boat. Anyway, everything is perfect!!
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