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Plans to sail August and September

Plan your sailing vacation in August and September
781 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 301 experiences
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Experience Start Plazas Price
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 12 Sep to 18 Sep
12 Sep
7 days
8 More information Reserve for 850€
A week in the North of Corsica on a Catamaran with everything included
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 1,900€
Five days around French Polynesia in a catamaran with everything included
From 12 Sep to 16 Sep
12 Sep
5 days
2 More information Reserve for 4,160€
A week on the Grenadines by catamaran with everything included
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 12 Sep to 19 Sep
12 Sep
8 days
16 More information Reserve for 1,250€
Gulet Holiday from Bodrum with Full Board Food Included
From 12 Sep to 19 Sep
12 Sep
8 days
20 More information Reserve for 1,400€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 12 Sep to 19 Sep
12 Sep
8 days
20 More information Reserve for 1,400€
Let's discover the Aeolian Islands together by sailing
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 12 Sep to 15 Sep
12 Sep
4 days
8 More information Reserve for 540€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 900€
A week's holiday in Menorca on a sailing boat
From 12 Sep to 18 Sep
12 Sep
7 days
0 More information No availability
Sicily - "Aeolian Islands"
From 12 Sep to 19 Sep
12 Sep
8 days
4 More information Reserve for 775€
Sailing through the islands of Croatia
From 12 Sep to 19 Sep
12 Sep
8 days
6 More information Reserve for 559€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 12 Sep to 19 Sep
12 Sep
8 days
6 More information Reserve for 790€
8-day/7-night Saronic gulet cruise!
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
September sailing holidays in Ibiza and Formentera
From 12 Sep to 18 Sep
12 Sep
7 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 850€
Discovering real Sicily and Egadi islands on my catamaran
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Balearic Bliss: Ibiza and Formentera on Catamaran with Hostess/Chef
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 750€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 1,674€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 12 Sep to 19 Sep
12 Sep
8 days
8 More information Reserve for 1,850€
Sailing holiday in Sicily, Aeolian Islands
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 12 Sep to 16 Sep
12 Sep
5 days
6 More information Reserve for 4,194€
Sailing trip Croatia from Trogir "Forever Young" (international)
From 12 Sep to 19 Sep
12 Sep
8 days
7 More information Reserve for 970€
Week sailing trip in Greece Saronic Islands: Poros, Hydra, Spetses...
From 12 Sep to 18 Sep
12 Sep
7 days
2 More information Reserve for 600€
Discover Mallorca's hidden coves: Youngline tour (international)
From 12 Sep to 19 Sep
12 Sep
8 days
7 More information Reserve for 870€
All-inclusive sailing holiday in Palma de Mallorca on an 18-meter ketch
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Sail from Menorca to Mallorca. Anchorages and navigation between the Balearic Islands
From 12 Sep to 18 Sep
12 Sep
7 days
0 More information No availability
Catamaran holiday in the Egadi Islands aboard an Astrea 42
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Let's sail together in Southern Sardinia
From 12 Sep to 16 Sep
12 Sep
5 days
0 More information No availability
Experience the Costa Smeralda from Olbia on a 16m yacht with a maximum of 6 guests
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Croatia island-hopping under sail - all-inclusive week, Dufour 54
From 12 Sep to 19 Sep
12 Sep
8 days
1 More information Reserve for 1,875€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 12 Sep to 19 Sep
12 Sep
8 days
10 More information Reserve for 900€
Sailing holiday in Sicily, Aeolian Islands
From 12 Sep to 19 Sep
12 Sep
8 days
2 More information Reserve for 890€
Croatia island-hopping under sail - all-inclusive week, Elan 50.1
From 12 Sep to 19 Sep
12 Sep
8 days
1 More information Reserve for 1,090€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 13 Sep to 23 Sep
13 Sep
11 days
4 More information Reserve for 2,856€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 13 Sep to 20 Sep
13 Sep
8 days
3 More information Reserve for 600€
Sailing holidays in the Sporades Islands of Greece: relaxation and sports
From 13 Sep to 20 Sep
13 Sep
8 days
2 More information Reserve for 800€
Deep-sea cruise: Azores - Madeira
From 13 Sep to 26 Sep
13 Sep
14 days
6 More information Reserve for 1,890€
Sailing holiday in the Sporades Islands
From 13 Sep to 20 Sep
13 Sep
8 days
8 More information Reserve for 700€
Catamaran sailing in South Dalmatia
From 13 Sep to 20 Sep
13 Sep
8 days
0 More information No availability
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 13 Sep to 19 Sep
13 Sep
7 days
12 More information Reserve for 1,300€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 13 Sep to 19 Sep
13 Sep
7 days
6 More information Reserve for 850€
Sailing in Malta: Islands in a pristine sea
From 13 Sep to 19 Sep
13 Sep
7 days
1 More information Reserve for 790€
Sail from Azores to Madeira on a Tall Ship
From 13 Sep to 19 Sep
13 Sep
7 days
44 More information Reserve for 1,080€
Sailing cruises to Corsica or the French Riviera
From 13 Sep to 18 Sep
13 Sep
6 days
0 More information No availability
A week in the Seychelles on a Catamaran with everything included
From 14 Sep to 21 Sep
14 Sep
8 days
2 More information Reserve for 3,940€
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 14 Sep to 16 Sep
14 Sep
3 days
0 More information No availability
Pearl of the Adriatic Cruise - Montenegro
From 14 Sep to 21 Sep
14 Sep
8 days
0 More information No availability
Through the Fehmarn Belt and the Danish archipelago
From 14 Sep to 21 Sep
14 Sep
8 days
10 More information Reserve for 2,450€
European Mile Builder Leg 4: Gibraltar to St Tropez
From 14 Sep to 21 Sep
14 Sep
8 days
9 More information Reserve for 545€
4-Day Cruise Adventure: Olympos to Fethiye
From 15 Sep to 18 Sep
15 Sep
4 days
8 More information Reserve for 575€
5 days sailing on a catamaran in the The Galapagos islands
From 15 Sep to 19 Sep
15 Sep
5 days
4 More information Reserve for 3563.27001953125€
Mykonos and the Cyclades Islands by sailboat, with skipper and on-board cuisine
From 15 Sep to 21 Sep
15 Sep
7 days
1 More information Reserve for 800€
Sailing Adventure from Tivat to Rome
From 15 Sep to 28 Sep
15 Sep
14 days
3 More information Reserve for 640€
Five days around French Polynesia in a catamaran with everything included
From 16 Sep to 20 Sep
16 Sep
5 days
6 More information Reserve for 3,536€
A week in Bora Bora on a Catamaran with everything included
From 17 Sep to 24 Sep
17 Sep
8 days
6 More information Reserve for 6,111€
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 17 Sep to 19 Sep
17 Sep
3 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 17 Sep to 21 Sep
17 Sep
5 days
2 More information Reserve for 4,660€
Sailing and diving cruise in Ibiza and Formentera, 4 nights with 6 dives
From 18 Sep to 22 Sep
18 Sep
5 days
0 More information No availability
Sailing weekend on Elba Island
From 18 Sep to 20 Sep
18 Sep
3 days
1 More information Reserve for 297€
Sailboat cruise through Cabo de Gata square by square
From 18 Sep to 20 Sep
18 Sep
3 days
0 More information No availability
Balearic Escape: A Weekend Sailing Adventure from Barcelona
From 18 Sep to 20 Sep
18 Sep
3 days
6 More information Reserve for 800€
Balearic Escape: A Weekend Sailing Adventure on Catamaran From Casteldefells
From 18 Sep to 20 Sep
18 Sep
3 days
6 More information Reserve for 600€
French Riviera between charm and worldliness
From 18 Sep to 20 Sep
18 Sep
3 days
0 More information No availability
Sailing trip to the best coves of Jávea and Moraira sleeping on board
From 18 Sep to 20 Sep
18 Sep
3 days
6 More information Reserve for 260€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 19 Sep to 25 Sep
19 Sep
7 days
8 More information Reserve for 850€
A week in the South of Corsica on a Catamaran with everything included
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 19 Sep to 26 Sep
19 Sep
8 days
16 More information Reserve for 1,250€
Gulet Holiday from Bodrum with Full Board Food Included
From 19 Sep to 26 Sep
19 Sep
8 days
20 More information Reserve for 1,225€
Let's discover the Aeolian Islands together by sailing
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 700€
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 19 Sep to 22 Sep
19 Sep
4 days
8 More information Reserve for 540€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 19 Sep to 26 Sep
19 Sep
8 days
8 More information Reserve for 900€
Sicily - "Aeolian Islands"
From 19 Sep to 26 Sep
19 Sep
8 days
4 More information Reserve for 750€
The Egadi Islands aboard a brand new catamaran
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Sailing through the islands of Croatia
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 519€
8-day/7-night Corfu gulet cruise!
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 690€
8-day/7-night Saronic gulet cruise!
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 19 Sep to 26 Sep
19 Sep
8 days
8 More information Reserve for 800€
Discovering Sicily and Egadi islands from Trapani on my catamaran
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Regatta XII MKIII Trophy - Rafael Morán in Santa Pola
From 19 Sep to 20 Sep
19 Sep
2 days
7 More information Reserve for 199€
5 days sailing on a catamaran in the The Galapagos islands
From 19 Sep to 25 Sep
19 Sep
7 days
4 More information Reserve for 5319.14990234375€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 19 Sep to 26 Sep
19 Sep
8 days
8 More information Reserve for 1,674€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 19 Sep to 26 Sep
19 Sep
8 days
8 More information Reserve for 1,850€
Sailing Holiday in Tuscany: Elba, Capraia, and Corsica
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Sail Croatia on a Catamaran Cruise
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Mallorca's hidden coves: Forever-Young Tour (international)
From 19 Sep to 26 Sep
19 Sep
8 days
7 More information Reserve for 970€
Sailing trip in Croatia ➔Chapter: Dalmatia
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 4,500€
Show all dates
User reviews about Plans to sail August and September
4.73/5
Average grade
215
Valuations
I have really enjoyed the journey. Antonio and Frenan have taken very good care of me. I have learned about the sea, the sailboat and they have transmitted their passion to me. I hope to repeat and anchor and investigate in more coves. Wanting more exploration, getting closer to the caves, snorkeling together. See you soon.
Read more
Great experience!
Everything has been perfect: the attention of Nacho and Maria Jesús, everything they have taught us about navigation, the crossing buddies, the boat... And we have also been very lucky with the weather. I would recommend this trek to everyone.
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Highly recommended experience!!!!.

Very well organized by both Jesus and Cristina.

I would repeat.
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Filippo is an excellent host, an amazing gourmet cook, & seasoned skipper. It was a joy to see him easily manage the complexities of sailing; he made us at home & relaxed every day. Cocktails, hors'douvres, then every night another fancy dinner! Good thing all that swimming & exploring worked up our appetites!
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Gaby was a very good host and had a nice comfortable boat. We were left wanting more!
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A different week, Carlos is a CAPTAIN with incredible professionalism, kindness and knowing how to be. Attentive to every detail, always attentive to the needs of the crew, very high-level cuisine, and a great person. An 11
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