Sicily vacations
Sicily vacations are a potent cocktail blending distinctive ingredients. Unforgettable historic towns include Siracusa and rough diamond Palermo, its medieval alleys overseen by Moorish palaces and Baroque churches. Ancient Greek sites include Taormina's theatre and Agrigento's Valley of Temples. And volcanoes star on dramatic hiking trails: Mt Etna (Europe's highest active volcano) plus the stunning Aeolian islands of Vulcano and Stromboli.
15 Sicily vacations found
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $4,030 to US $4,400 15 days ex flights
Small group travel:
2024: 27 Apr, 11 May, 1 Jun, 31 Aug, 5 Oct
Late availability on these dates: 27 Apr, 11 May
Sicily history tour, Italy
One of the most fascinating islands in Europe
From US $2,670 to US $3,150 9 days ex flights
Small group travel:
2024: 23 Mar, 4 May, 11 May, 18 May, 1 Jun, 8 Jun, 22 Jun, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov
2025: 22 Mar, 5 Apr, 12 Apr, 26 Apr, 3 May, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov
2025: 22 Mar, 5 Apr, 12 Apr, 26 Apr, 3 May, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov
Late availability on these dates: 23 Mar, 04 May, 11 May
Sicily coastal walking vacation
Walk the north west coast from Scopello to Trapani
From US $3,073US $2,925 to US $3,450 8 days ex flights
Small group travel:
2024: 20 Apr, 4 May, 11 May, 1 Jun, 31 Aug, 7 Sep, 21 Sep, 5 Oct, 12 Oct
2025: 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 7 Jun, 21 Jun, 6 Sep, 13 Sep, 20 Sep, 4 Oct, 11 Oct
2025: 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 7 Jun, 21 Jun, 6 Sep, 13 Sep, 20 Sep, 4 Oct, 11 Oct
Up to US $140 off selected dates.
Late availability on these dates: 20 Apr, 04 May, 11 May
Late availability on these dates: 20 Apr, 04 May, 11 May
Small group Sicily grand tour
Discover the temples, villages and food of Sicily
From US $4,650 to US $5,100 15 days ex flights
Small group travel:
2024: 6 Apr, 4 May, 1 Jun, 24 Aug, 7 Sep, 21 Sep, 5 Oct, 2 Nov
2025: 5 Apr, 3 May, 31 May, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 1 Nov
2025: 5 Apr, 3 May, 31 May, 23 Aug, 6 Sep, 20 Sep, 4 Oct, 1 Nov
Late availability on these dates: 06 Apr, 04 May
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From US $2,440 to US $2,690 8 days ex flights
Small group travel:
2024: 6 Apr, 20 Apr, 11 May, 1 Jun, 8 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Late availability on these dates: 06 Apr, 20 Apr, 11 May
Sicily food vacation in Italy
Be overwhelmed at how varied and diverse Sicily’s cuisine
From US $2,848US $2,715 to US $3,150 8 days ex flights
Small group travel:
2024: 7 Apr, 5 May, 12 May, 2 Jun, 16 Jun, 1 Sep, 8 Sep, 22 Sep, 29 Sep, 13 Oct, 20 Oct
2025: 6 Apr, 20 Apr, 4 May, 11 May, 1 Jun, 15 Jun, 31 Aug, 7 Sep, 21 Sep, 28 Sep, 12 Oct, 19 Oct
2025: 6 Apr, 20 Apr, 4 May, 11 May, 1 Jun, 15 Jun, 31 Aug, 7 Sep, 21 Sep, 28 Sep, 12 Oct, 19 Oct
Up to US $130 off selected dates.
Late availability on these dates: 07 Apr, 05 May, 12 May
Late availability on these dates: 07 Apr, 05 May, 12 May
Sicily walking vacation, Sicilian Volcanoes
Discover Mt Etna and the beautiful volcanic achipelago
From US $2,400 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily self guided cycling holiday in Italy
A wonderful introduction to Sicily's south-east
From £2,349 to £2,629 9 days inc UK flights
Tailor made:
This trip can be booked on select Saturdays through April - Oct please enquire for further details.
Sicily and Aeolian Islands small ship cruise
Cruise to the amazing volcanic Aeolian Islands from Sicily
From £16,675 8 days ex flights
Small group travel:
2024: 7 Jun
Sicily photography retreat
Sicily - photography, culture, history, food, relaxation
From £2,900 8 days ex flights
Small group travel:
2024: 27 Apr
Sicily food vacation
Embark on a gastronomic journey across Sicily
From US $2,660 to US $2,740 8 days ex flights
Small group travel:
2024: 28 Apr, 12 May, 26 May, 8 Sep, 22 Sep, 13 Oct
Late availability on these dates: 28 Apr, 12 May
Magna Via Francigena walking vacation in Sicily
Travel the ancient road from Palermo to Agrigento
From US $1,250 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily self guided walking vacation in Italy
Uncover the secrets of Sicily's western coast
From £1,929 to £2,089 8 days inc UK flights
Tailor made:
This trip can depart on selected Saturdays through April - Oct, please enquire for details.
Calabria and Sicily vacation, Italy
Discover the secrets of Italy’s vibrant south
From US $6,220US $5,909 to US $6,920 16 days ex flights
Small group travel:
2024: 21 Apr, 1 May, 19 May, 26 May, 2 Jun, 9 Jun, 7 Jul, 21 Jul, 1 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
Up to US $310 off selected dates.
Late availability on these dates: 21 Apr, 01 May
Late availability on these dates: 21 Apr, 01 May
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Sicily cycling holiday in Italy
Ride through Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
From US $2,550 to US $3,000 8 days ex flights
Small group travel:
2024: 28 Apr, 2 Jun, 23 Jun, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 27 Oct
2025: 13 Apr, 27 Apr, 4 May, 18 May, 25 May, 1 Jun, 8 Jun, 22 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
2025: 13 Apr, 27 Apr, 4 May, 18 May, 25 May, 1 Jun, 8 Jun, 22 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
Late availability on these dates: 28 Apr
