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Plans to sail August and September

Plan your sailing vacation in August and September
539 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 219 experiences
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Experience Start Plazas Price
A week in Bora Bora on a Catamaran with everything included
From 18 Sep to 25 Sep
18 Sep
8 days
12 More information Reserve for 6,630€
Cabin Charter on a sailboat in Ibiza
From 18 Sep to 22 Sep
18 Sep
5 days
10 More information Reserve for 600€
Follow the Ocean Race Europe in Kotor on board an Imoca!
From 18 Sep to 21 Sep
18 Sep
4 days
8 More information Reserve for 1,125€
All-inclusive cruise between Ibiza and Formentera
From 19 Sep to 28 Sep
19 Sep
10 days
0 More information No availability
Astronomical Experience in the Columbretes Islands from Castellón
From 19 Sep to 21 Sep
19 Sep
3 days
6 More information Reserve for 300€
Weekend in the Tuscan Archipelago, Capraia, its bays and trekking.
From 19 Sep to 21 Sep
19 Sep
3 days
6 More information Reserve for 200€
Seychelles – Sailing in a paradisiacal island world
From 19 Sep to 3 Oct
19 Sep
15 days
4 More information Reserve for 2,175€
3-day sailing trip to Menorca: training trip
From 19 Sep to 21 Sep
19 Sep
3 days
0 More information No availability
Wonderful weekend sailing around Elba Island
From 19 Sep to 21 Sep
19 Sep
3 days
6 More information Reserve for 238€
Two nights sailing along the coast of Jávea, Moraira, Calpe and Altea
From 19 Sep to 21 Sep
19 Sep
3 days
6 More information Reserve for 360€
Two nights sailing along the coast of Jávea, Moraira, Calpe and Altea
From 19 Sep to 21 Sep
19 Sep
3 days
6 More information Reserve for 360€
Gulet Holiday from Bodrum with Full Board Food Included
From 20 Sep to 27 Sep
20 Sep
8 days
20 More information Reserve for 1,150€
Sail for one week around Göcek on an exclusive Gulet
From 20 Sep to 27 Sep
20 Sep
8 days
20 More information Reserve for 1,970€
8-day/7-night Zante gulet cruise!
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Ibiza and Formentera all inclusive on Ketch 18m
From 20 Sep to 27 Sep
20 Sep
8 days
7 More information Reserve for 880€
Sailing holidays in Ibiza-Formentera
From 20 Sep to 27 Sep
20 Sep
8 days
5 More information Reserve for 665€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Yoga Retreat on a Sailboat in Ibiza and Formentera
From 20 Sep to 24 Sep
20 Sep
5 days
6 More information Reserve for 1,390€
Week of sailing holidays in Ibiza and Formentera, 2 skippers and cuisine.
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Sardinia and Corsica the sea seen from a sailboat
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Sail Croatia on a Catamaran Cruise
From 20 Sep to 27 Sep
20 Sep
8 days
6 More information Reserve for 1,750€
A week along the Emerald Coast on a Catamaran with everything included
From 20 Sep to 27 Sep
20 Sep
8 days
12 More information Reserve for 3,740€
A week in the North of Corsica on a Catamaran with everything included
From 20 Sep to 27 Sep
20 Sep
8 days
12 More information Reserve for 1878.5€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 20 Sep to 27 Sep
20 Sep
8 days
4 More information Reserve for 990€
Week in the blue painted blue of the Aeolian Islands
From 20 Sep to 26 Sep
20 Sep
7 days
8 More information Reserve for 513€
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 20 Sep to 23 Sep
20 Sep
4 days
8 More information Reserve for 600€
Sicily - "Aeolian Islands" on a catamaran
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Sailing through the islands of Croatia
From 20 Sep to 27 Sep
20 Sep
8 days
6 More information Reserve for 519€
Sailing through the islands of Croatia on a KAT
From 20 Sep to 27 Sep
20 Sep
8 days
6 More information Reserve for 950€
Large luxury catamaran with Hostess - Discovering the Aeolian Islands
From 20 Sep to 27 Sep
20 Sep
8 days
8 More information Reserve for 1,340€
Dream holidays on a large sailboat in Mallorca
From 20 Sep to 26 Sep
20 Sep
7 days
6 More information Reserve for 900€
Discover Ibiza and Formentera on a large sailboat
From 20 Sep to 26 Sep
20 Sep
7 days
6 More information Reserve for 900€
SAILING CRUISE THROUGH THE DALMATIAN ISLANDS
From 20 Sep to 26 Sep
20 Sep
7 days
6 More information Reserve for 400€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Among the mythical Cyclades, from Naxos to Sifnos
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
Southern Sardinia on a splendid 16m boat with Skipper Pro
From 20 Sep to 27 Sep
20 Sep
8 days
6 More information Reserve for 1,020€
Five days around French Polynesia in a catamaran with everything included
From 21 Sep to 25 Sep
21 Sep
5 days
12 More information Reserve for 3,910€
Sailing holiday in the north of Sardinia and the south of Corsica
From 21 Sep to 28 Sep
21 Sep
8 days
0 More information No availability
Sailing in Norway: Bergen - Oslo
From 21 Sep to 4 Oct
21 Sep
14 days
6 More information Reserve for 1,790€
Balearic Bliss: Explore Ibiza and Formentera by Catamaran
From 22 Sep to 27 Sep
22 Sep
6 days
4 More information Reserve for 1,000€
A week in the Seychelles on a Catamaran with everything included
From 22 Sep to 29 Sep
22 Sep
8 days
12 More information Reserve for 3,750€
Sail into Paradise a Sailing Expedition from Lagos - Porto Santo (Madeira)
From 22 Sep to 27 Sep
22 Sep
6 days
6 More information Reserve for 1,500€
Hamburg → London (Great Britain) ~480 nautical miles
From 23 Sep to 5 Oct
23 Sep
13 days
2 More information Reserve for 520€
Camino de Santiago by sea from Vigo
From 23 Sep to 27 Sep
23 Sep
5 days
8 More information Reserve for 1,200€
4-Day Cruise Adventure: Olympos to Fethiye
From 23 Sep to 26 Sep
23 Sep
4 days
6 More information Reserve for 590€
Les Voiles de Saint-Tropez 2025
From 25 Sep to 5 Oct
25 Sep
11 days
4 More information Reserve for 1,500€
A week in Bora Bora on a Catamaran with everything included
From 25 Sep to 2 Oct
25 Sep
8 days
12 More information Reserve for 6,420€
Five days around French Polynesia in a catamaran with everything included
From 25 Sep to 29 Sep
25 Sep
5 days
12 More information Reserve for 3,128€
Cabin Charter on a sailboat in Ibiza
From 25 Sep to 29 Sep
25 Sep
5 days
10 More information Reserve for 600€
Regatta XII MKIII Trophy - Rafael Morán in Santa Pola
From 26 Sep to 28 Sep
26 Sep
3 days
3 More information Reserve for 190€
Weekend in the Tuscan Archipelago, Capraia, its bays and trekking.
From 26 Sep to 28 Sep
26 Sep
3 days
6 More information Reserve for 200€
Wonderful weekend sailing around Elba Island
From 26 Sep to 28 Sep
26 Sep
3 days
6 More information Reserve for 238€
Gulet Holiday from Bodrum with Full Board Food Included
From 27 Sep to 4 Oct
27 Sep
8 days
20 More information Reserve for 1,150€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 27 Sep to 4 Oct
27 Sep
8 days
20 More information Reserve for 750€
Sail for one week around Göcek on an exclusive Gulet
From 27 Sep to 4 Oct
27 Sep
8 days
20 More information Reserve for 1,970€
8-day/7-night Zante gulet cruise!
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
Ibiza and Formentera all inclusive on Ketch 18m
From 27 Sep to 4 Oct
27 Sep
8 days
2 More information Reserve for 780€
Sailing holidays in Ibiza-Formentera
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
Sailing trip to Ibiza and Formentera from Denia
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 800€
Balearic Bliss: Explore Ibiza and Formentera by Catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
Week of sailing holidays in Ibiza and Formentera, 2 skippers and cuisine.
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 27 Sep to 4 Oct
27 Sep
8 days
10 More information Reserve for 1,001€
Sail Croatia on a Catamaran Cruise
From 27 Sep to 4 Oct
27 Sep
8 days
8 More information Reserve for 1,750€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 27 Sep to 4 Oct
27 Sep
8 days
4 More information Reserve for 990€
The Egadi Islands aboard a brand new catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
3 More information Reserve for 1,000€
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 27 Sep to 30 Sep
27 Sep
4 days
8 More information Reserve for 600€
European Mile Builder SJ Leg 1: Spain to Gibraltar
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 470€
From Sifnos to Athens mile building on my catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
3 More information Reserve for 750€
Sicily - "Aeolian Islands"
From 27 Sep to 4 Oct
27 Sep
8 days
1 More information Reserve for 599€
Sicily - "Aeolian Islands" on a catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
Sailing through the islands of Croatia
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 489€
Sailing through the islands of Croatia on a KAT
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 950€
Large luxury catamaran with Hostess - Discovering the Aeolian Islands
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
Dream holidays on a large sailboat in Mallorca
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 900€
Discover Ibiza and Formentera on a large sailboat
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 900€
SAILING CRUISE THROUGH THE DALMATIAN ISLANDS
From 27 Sep to 3 Oct
27 Sep
7 days
6 More information Reserve for 400€
A week along the Emerald Coast on a Catamaran with everything included
From 27 Sep to 4 Oct
27 Sep
8 days
12 More information Reserve for 3,150€
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 27 Sep to 4 Oct
27 Sep
8 days
12 More information Reserve for 1,200€
Southern Sardinia on a splendid 16m boat with Skipper Pro
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 1,020€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 680€
A week in the Seychelles on a Catamaran with everything included
From 29 Sep to 6 Oct
29 Sep
8 days
12 More information Reserve for 4,370€
Five days around French Polynesia in a catamaran with everything included
From 29 Sep to 3 Oct
29 Sep
5 days
12 More information Reserve for 1,820€
4-Day Cruise Adventure: Olympos to Fethiye
From 30 Sep to 3 Oct
30 Sep
4 days
6 More information Reserve for 490€
Show all dates
User reviews about Plans to sail August and September
4.68/5
Average grade
176
Valuations
It is highly recommended to enjoy this experience with Alex and Mausi, they are charming and we have enjoyed both the boat and all the corners of the islands that they have shown us.
I would definitely repeat. If you like the sea, meeting people, sailing, snorkeling, enjoying the beaches and eating well, this is your trip. :D
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Wonderful browsing experience. I will repeat without hesitation.
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The experience was unforgettable between Ibiza and Formentera in different coves, snorkeling, paddle surfing, watching sunsets, eating luxury and with good music and company, all flexible to the needs of each one. To repeat.
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An adventure to always remember. The place is beautiful, a unique, magical space to visit and savor. Boat: fully equipped, very comfortable and safe.

Captain (Jaime): excellent in performance and treatment, taking care of the safety of the crew, excellent pedagogue and host.
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Wonderful experience that I will certainly repeat. Very good organization and great atmosphere. Special mention to Victor, exceptional patron and best person. A 10 out of 10 and 100% recommended!
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We had not made any crossing with Sailwiz and it has been very pleasant and pleasant. Captain Nacho is an extraordinary professional and a better person, always willing to do what the crew members were agreeing on. He has connected with all the crew members and all of us in the group have "had" laughed.
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