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Plans to sail in September and October

Plan your sailing vacation in September and October
712 reviews
Although summer is over, it is always a good time to sail. Check out everything we have available for you! Find your perfect plan among all these options.

Choose from 254 experiences

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Experience Start Plazas Price
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 3 Oct to 10 Oct
3 Oct
8 days
20 More information Reserve for 825€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 3 Oct to 10 Oct
3 Oct
8 days
16 More information Reserve for 875€
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 3 Oct to 6 Oct
3 Oct
4 days
8 More information Reserve for 440€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 650€
Sailing and climbing in Croatia
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 699€
Sailing through the islands of Croatia
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 489€
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 2,250€
A week in the South of Corsica on a Catamaran with everything included
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 2,375€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 2,890€
A week on the Grenadines by catamaran with everything included
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 3 Oct to 13 Oct
3 Oct
11 days
0 More information No availability
8-day/7-night Corfu gulet cruise!
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
8-day/7-night Saronic gulet cruise!
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 700€
Gone with the wind, discovering the Cyclades passing by the temple of Poseidon
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 646€
Discover Greece on a sailing cruise in the Saronic Gulf
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
5 days sailing on a catamaran in the The Galapagos islands
From 3 Oct to 9 Oct
3 Oct
7 days
16 More information Reserve for 4521.27978515625€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 1,584€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 1,850€
Sail Croatia on a Catamaran Cruise
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Mallorca all inclusive on an 18m Ketch
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
55 degrees North – Course Copenhagen From the Kiel Fjord to the Öresund
From 3 Oct to 10 Oct
3 Oct
8 days
12 More information Reserve for 2,590€
Golden Autumn – Sardinia to Mallorca
From 3 Oct to 12 Oct
3 Oct
10 days
6 More information Reserve for 680€
Discover Mallorca's hidden coves: Youngline tour (international)
From 3 Oct to 10 Oct
3 Oct
8 days
7 More information Reserve for 840€
Sailing trip to Greece - "Youngline" cruise (international)
From 3 Oct to 10 Oct
3 Oct
8 days
7 More information Reserve for 940€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 700€
A week in Greece from Athens on a Catamaran with everything included
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran
From 3 Oct to 10 Oct
3 Oct
8 days
10 More information Reserve for 980€
Authentic sailing experience on a luxury catamaran around the Saronic Islands
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 2,250€
Catamaran sailing through the Greek Mediterranean from Athens - U40 trip
From 3 Oct to 10 Oct
3 Oct
8 days
3 More information Reserve for 1,090€
Catamaran sailing through the Greek Mediterranean from Athens - Over 40s trip
From 3 Oct to 10 Oct
3 Oct
8 days
6 More information Reserve for 1,090€
Ibiza and Formentera all inclusive on Ketch 18m
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Madeira Round Trip including the island of Porto Santo
From 4 Oct to 10 Oct
4 Oct
7 days
2 More information Reserve for 945€
Catamaran sailing in South Dalmatia
From 4 Oct to 11 Oct
4 Oct
8 days
0 More information No availability
Sailing in Malta: Islands in a pristine sea
From 4 Oct to 10 Oct
4 Oct
7 days
4 More information Reserve for 740€
Sailing cruises to Corsica or the French Riviera
From 4 Oct to 9 Oct
4 Oct
6 days
0 More information No availability
A week in the Seychelles on a Catamaran with everything included
From 5 Oct to 12 Oct
5 Oct
8 days
4 More information Reserve for 4,990€
European Mile Builder Leg 5: St Tropez to Malta
From 5 Oct to 11 Oct
5 Oct
7 days
8 More information Reserve for 545€
Sailing from the Seychelles to Thailand
From 5 Oct to 5 Nov
5 Oct
32 days
4 More information Reserve for 2,400€
Trip from Mallorca to Gibraltar on a catamaran
From 5 Oct to 11 Oct
5 Oct
7 days
4 More information Reserve for 1,117€
Sailing trip from Mallorca to Cartagena
From 5 Oct to 8 Oct
5 Oct
4 days
4 More information Reserve for 400€
4-Day Cruise Adventure: Olympos to Fethiye
From 6 Oct to 9 Oct
6 Oct
4 days
8 More information Reserve for 410€
Five days around French Polynesia in a catamaran with everything included
From 6 Oct to 10 Oct
6 Oct
5 days
12 More information Reserve for 1,784€
The Saronic Islands by sail, with skipper and on-board cuisine
From 6 Oct to 12 Oct
6 Oct
7 days
0 More information No availability
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 7 Oct to 11 Oct
7 Oct
5 days
4 More information Reserve for 4,320€
A week in Bora Bora on a Catamaran with everything included
From 8 Oct to 15 Oct
8 Oct
8 days
0 More information No availability
Sailing and diving cruise in Ibiza and Formentera, 4 nights with 6 dives
From 8 Oct to 12 Oct
8 Oct
5 days
0 More information No availability
Sailing Expedition to Columbretes and Delta del Ebro from Barcelona
From 8 Oct to 11 Oct
8 Oct
4 days
5 More information Reserve for 550€
Sailing Expedition to Columbretes and Delta del Ebro from Barcelona
From 8 Oct to 11 Oct
8 Oct
4 days
3 More information Reserve for 550€
Take part in the Barcolana Regatta 2026 and sail into the legend
From 8 Oct to 11 Oct
8 Oct
4 days
4 More information Reserve for 1,390€
Camino de Santiago by sea from Vigo
From 9 Oct to 13 Oct
9 Oct
5 days
8 More information Reserve for 1,200€
5 days sailing on a catamaran in the The Galapagos islands
From 9 Oct to 13 Oct
9 Oct
5 days
16 More information Reserve for 3206.93994140625€
Mini-cruise during the Barcolana58
From 9 Oct to 11 Oct
9 Oct
3 days
0 More information No availability
Balearic Escape: A Weekend Sailing Adventure from Barcelona
From 9 Oct to 11 Oct
9 Oct
3 days
6 More information Reserve for 800€
Balearic Escape: A Weekend Sailing Adventure on Catamaran From Casteldefells
From 9 Oct to 11 Oct
9 Oct
3 days
6 More information Reserve for 600€
Mini-cruise during the Barcolana58
From 9 Oct to 11 Oct
9 Oct
3 days
0 More information No availability
Sailing trip to the island of Cabrera (Mallorca) on the October long weekend
From 9 Oct to 12 Oct
9 Oct
4 days
2 More information Reserve for 495€
French Riviera between charm and worldliness
From 9 Oct to 11 Oct
9 Oct
3 days
0 More information No availability
Weekend on a sailing boat on Elba with skipper
From 9 Oct to 11 Oct
9 Oct
3 days
6 More information Reserve for 310€
Travel to Morocco by sailboat! Nautical adventure from Puerto Banús to Tetouan
From 9 Oct to 12 Oct
9 Oct
4 days
10 More information Reserve for 400€
Sail for 3 days in the south of Andalusia, from Cádiz to Portugal or Ceuta
From 9 Oct to 11 Oct
9 Oct
3 days
8 More information Reserve for 475€
Fiesta del Pilar: we close the summer sailing to Formentera
From 9 Oct to 12 Oct
9 Oct
4 days
3 More information Reserve for 390€
Active boat holiday in Ischia: between sailing, trekking and incredible views
From 9 Oct to 11 Oct
9 Oct
3 days
6 More information Reserve for 252€
Athens Salamina port Sight Seeing and Relaxation Yacht Cabin Charter
From 10 Oct to 17 Oct
10 Oct
8 days
26 More information Reserve for 1,200€
Corfu Sightseeing & Relaxation Yacht Cabin Charter
From 10 Oct to 17 Oct
10 Oct
8 days
2 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 10 Oct to 17 Oct
10 Oct
8 days
2 More information Reserve for 1,000€
Sail for one week around Göcek on an exclusive Gulet
From 10 Oct to 17 Oct
10 Oct
8 days
20 More information Reserve for 1,820€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 10 Oct to 17 Oct
10 Oct
8 days
20 More information Reserve for 825€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 10 Oct to 17 Oct
10 Oct
8 days
16 More information Reserve for 875€
Fethiye to Olympos 3 Nights 4 Days Cabin Cruises
From 10 Oct to 13 Oct
10 Oct
4 days
8 More information Reserve for 440€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 650€
Catamaran cruise from Palma de Mallorca to Tenerife
From 10 Oct to 23 Oct
10 Oct
14 days
7 More information Reserve for 1,400€
Sicily - "Aeolian Islands"
From 10 Oct to 17 Oct
10 Oct
8 days
4 More information Reserve for 699€
Sailing through the islands of Croatia
From 10 Oct to 17 Oct
10 Oct
8 days
4 More information Reserve for 479€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
10-day trip through the Seychelles by Catamaran with everything included
From 10 Oct to 20 Oct
10 Oct
11 days
2 More information Reserve for 6,680€
Five days around French Polynesia in a catamaran with everything included
From 10 Oct to 14 Oct
10 Oct
5 days
4 More information Reserve for 3,720€
A week on the Grenadines by catamaran with everything included
From 10 Oct to 17 Oct
10 Oct
8 days
10 More information Reserve for 1,384€
8-day/7-night Corfu gulet cruise!
From 10 Oct to 17 Oct
10 Oct
8 days
1 More information Reserve for 779€
8-day/7-night Zante gulet cruise!
From 10 Oct to 17 Oct
10 Oct
8 days
1 More information Reserve for 899€
8-day/7-night Rhodes gulet cruise!
From 10 Oct to 17 Oct
10 Oct
8 days
1 More information Reserve for 949€
8-day/7-night Saronic gulet cruise!
From 10 Oct to 17 Oct
10 Oct
8 days
1 More information Reserve for 929€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 590€
Gone with the wind, discovering the Cyclades passing by the temple of Poseidon
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 646€
Discover Greece on a sailing cruise in the Saronic Gulf
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 1,584€
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 1,850€
Sail Croatia on a Catamaran Cruise
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
Mallorca all inclusive on an 18m Ketch
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
Sailing trip in Greece ➔Chapter: Aegean Sea
From 10 Oct to 17 Oct
10 Oct
8 days
6 More information Reserve for 4,000€
Golden October in Øresund, Kattegat and Trollhätte Canal
From 10 Oct to 17 Oct
10 Oct
8 days
12 More information Reserve for 2,590€
Sailing trip to Greece - "Forever Young" cruise (international)
From 10 Oct to 17 Oct
10 Oct
8 days
7 More information Reserve for 890€
Discover Mallorca's hidden coves: Youngline tour (international)
From 10 Oct to 17 Oct
10 Oct
8 days
7 More information Reserve for 790€
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 10 Oct to 17 Oct
10 Oct
8 days
6 More information Reserve for 2,000€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 650€
Experience the Costa Smeralda from Olbia on a 16m yacht with a maximum of 6 guests
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
A week in Greece from Athens on a Catamaran with everything included
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
Show all dates

User reviews about Plans to sail in September and October

4.76/5
Average grade
179
Valuations
Excellent.
Antonio is a great professional and a phenomenal person. Very friendly in the deal, so I totally recommend it.
The planning of the trip was superb and we always felt very comfortable and at ease at all times. Thank you, Antonio!
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Excellent skipper, excellent cook, in navigation and a good guide on the way. impeccable organization
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My experience with Massimo and Valentina was absolutely positive from every point of view.
A beautiful, comfortable, and high-performance boat. A dream itinerary and the excellent onboard organization, along with the excellent cuisine, made this sailing week one of the best ever.
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We set out for the first time without knowing what adventures lay ahead for us and this journey had a big surprise in store for us. The sailboat is a great boat but like any boat, the crew is what makes the difference. Nacho, the captain, is a great person, a great sailor. We will definitely be back.
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Omar is an excellent sailor and skipper. Generous and exacting. Inclusive and precise.
Enrica is more than a hostess and a fantastic cook. She is also a great crew. Together they make a great team. And that team spirit really made our little group such a lovely place to be. Bravo!
Read more
Magnificent cruise experience on a modern and comfortable catamaran.
Captain Angel's experience and the knowledge he transmits allow you to learn about Navigation.
We will repeat!!!
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