25 Sicily vacations found
Sicily food vacation in Italy
Be overwhelmed at how varied and diverse Sicily’s cuisine
From US $3,403US $3,105 to US $3,720 8 days ex flights
Small group travel:
2026: 6 Sep, 20 Sep, 27 Sep, 11 Oct
2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct
2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct
Up to US $410 off selected dates.
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 11 Oct
Late availability on these dates: 06 Sep, 20 Sep, 27 Sep, 11 Oct
Sicily self guided cycling holiday in Italy
A wonderful introduction to baroque Sicily's south-east
From £1,649 to £1,949 9 days ex flights
Tailor made:
This trip can be booked on select Saturdays through April - Oct please enquire for further details.
Sicily luxury tailor made vacation
Slow Sicily, crafted through food, heritage and nature
From US $7,669 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily history tour
Discover Sicily with a knowledgeable guest lecturer
From US $4,840US $4,700 to US $5,150 15 days ex flights
Small group travel:
2026: 13 Sep, 4 Oct, 18 Oct
2027: 25 Apr, 9 May, 30 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct, 24 Oct
2027: 25 Apr, 9 May, 30 May, 13 Jun, 5 Sep, 19 Sep, 10 Oct, 24 Oct
Up to US $140 off selected dates.
Late availability on these dates: 13 Sep, 04 Oct, 18 Oct
Late availability on these dates: 13 Sep, 04 Oct, 18 Oct
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 history tour, Italy
One of the most fascinating islands in Europe
From US $3,225US $3,045 to US $3,870 9 days ex flights
Small group travel:
2026: 29 Aug, 12 Sep, 10 Oct, 17 Oct, 24 Oct, 14 Nov
2027: 20 Mar, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov
2027: 20 Mar, 10 Apr, 17 Apr, 24 Apr, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov
Up to US $320 off selected dates.
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct, 24 Oct, 14 Nov
Late availability on these dates: 29 Aug, 12 Sep, 10 Oct, 17 Oct, 24 Oct, 14 Nov
Sicily and Aeolian Islands small ship cruise
Cruise to the amazing volcanic Aeolian Islands from Sicily
From £1,613 to £1,910 8 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep
Sicily self drive vacation
Sicily by car: freedom, adventure, timeless beauty
From €1,760 to €2,020 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily food vacation
Embark on a gastronomic journey across Sicily
From US $3,120US $2,960 to US $3,520 8 days ex flights
Small group travel:
2026: 6 Sep, 13 Sep, 20 Sep, 27 Sep, 11 Oct
2027: 9 May, 23 May, 13 Jun, 5 Sep, 19 Sep, 26 Sep, 3 Oct
2027: 9 May, 23 May, 13 Jun, 5 Sep, 19 Sep, 26 Sep, 3 Oct
Up to US $160 off selected dates.
Late availability on these dates: 06 Sep, 13 Sep, 20 Sep, 27 Sep, 11 Oct
Late availability on these dates: 06 Sep, 13 Sep, 20 Sep, 27 Sep, 11 Oct
Sicily walking vacation
Discover Sicily on foot
From US $2,350US $2,180 to US $2,610 8 days ex flights
Small group travel:
2026: 26 Sep, 10 Oct, 17 Oct
2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
2027: 8 May, 29 May, 25 Sep, 9 Oct, 16 Oct
Up to US $170 off selected dates.
Late availability on these dates: 26 Sep, 10 Oct, 17 Oct
Late availability on these dates: 26 Sep, 10 Oct, 17 Oct
Malta and Gozo & Sicily vacation
Explore the diverse islands of Malta, Gozo and Sicily
From US $5,220US $5,050 to US $5,980 16 days ex flights
Small group travel:
2026: 19 Sep, 24 Oct
2027: 27 Feb, 6 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2027: 27 Feb, 6 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Up to US $170 off selected dates.
Late availability on these dates: 19 Sep, 24 Oct
Late availability on these dates: 19 Sep, 24 Oct
Small group Sicily grand tour
Discover the temples, villages and food of Sicily
From US $5,895US $5,730 to US $6,300 15 days ex flights
Small group travel:
2026: 19 Sep, 3 Oct
2027: 1 May, 18 Sep, 2 Oct
2027: 1 May, 18 Sep, 2 Oct
Up to US $410 off selected dates.
Late availability on these dates: 19 Sep, 03 Oct
Late availability on these dates: 19 Sep, 03 Oct
Sicily tour, classical Sicily
Tour the main classical sights of Sicily
From US $2,940US $2,740 to US $3,100 8 days ex flights
Small group travel:
2026: 30 Aug, 13 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 1 Nov
2027: 7 Mar, 14 Mar, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
2027: 7 Mar, 14 Mar, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Up to US $200 off selected dates.
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 11 Oct, 18 Oct, 01 Nov
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 11 Oct, 18 Oct, 01 Nov
Sicily cycling holiday in Italy
Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
From US $2,953US $2,670 to US $3,375 8 days ex flights
Small group travel:
2026: 30 Aug, 13 Sep, 27 Sep, 4 Oct, 18 Oct
2027: 11 Apr, 25 Apr, 2 May, 16 May, 23 May, 30 May, 6 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
2027: 11 Apr, 25 Apr, 2 May, 16 May, 23 May, 30 May, 6 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
Up to US $380 off selected dates.
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 18 Oct
Late availability on these dates: 30 Aug, 13 Sep, 27 Sep, 04 Oct, 18 Oct
Sicily & Egadi Islands vacation
Tailor made island hopping holiday in beautiful Sicily
From US $6,224 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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 luxury sailing vacation
Private luxury yacht charter with skipper and chef
From €19,000 8 days per yacht per week
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily cultural and food small group hiking vacation
Step through Baroque towns and dramatic coastlines in Sicily
From £1,819 to £2,239 8 days inc UK flights
Small group travel:
2026: 11 Sep, 2 Oct, 22 Dec
Sicily archeology tour
Sicily-Uncover temples & baroque towns with an archaeologist
From US $8,999 to US $9,100 15 days ex flights
Small group travel:
2027: 12 Apr, 24 Sep
Southern Italy vacation, 2 weeks
Italian treasures: Rome, Naples, Amalfi Coast & Sicily
From US $4,000 to US $13,000 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily vacation
Sicily in seven days: Palermo, Cefalù, Taormina, Catania
From US $2,500 to US $5,000 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily & Sardinia vacation
10 days exploring Italy’s most enchanting islands
From US $5,500 to US $9,000 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sicily vacation for visually impaired travellers
Create your dream-tailored holiday in Sicily
From £1,850 6 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Malta to Naples small ship cruise
A captivating journey from Valetta to Naples
From US $2,850 8 days ex flights
Small group travel:
2027: 3 Jul
Magna Via Francigena walking vacation in Sicily
Travel the ancient road from Palermo to Agrigento
From US $1,490 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Calabria and Sicily vacation, Italy
Discover the secrets of Italy’s vibrant south
From US $5,760US $4,768 to US $6,590 16 days ex flights
Small group travel:
2026: 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct
2027: 25 Apr, 9 May, 23 May, 13 Jun, 4 Jul, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 3 Oct, 10 Oct
2028: 23 Apr, 7 May, 21 May, 11 Jun, 2 Jul, 20 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct, 8 Oct
2027: 25 Apr, 9 May, 23 May, 13 Jun, 4 Jul, 22 Aug, 5 Sep, 12 Sep, 19 Sep, 3 Oct, 10 Oct
2028: 23 Apr, 7 May, 21 May, 11 Jun, 2 Jul, 20 Aug, 3 Sep, 10 Sep, 17 Sep, 1 Oct, 8 Oct
Up to US $1190 off selected dates.
Late availability on these dates: 30 Aug, 06 Sep, 13 Sep, 20 Sep, 27 Sep, 04 Oct
Late availability on these dates: 30 Aug, 06 Sep, 13 Sep, 20 Sep, 27 Sep, 04 Oct
Sicily cultural tour
Meet Sicily’s people, traditions and hidden stories
From €2,660 8 days ex flights
Small group travel:
2027: 11 Apr
