All Italy Tours from Insight Vacations

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29 Insight Vacations trips through Italy

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In-depth Cultural
Easy Pace Italy (Classic, Summer)
4.9 (7 traveler reviews)
"Well organized and informative."
Christine, traveled in September
Destinations
Rome, Vatican City, Florence, Pisa, Bologna, Venice
Age Range
up to 99 year olds
Country Region
Central Italy
Operated in
English
Operator
Insight Vacations
15% Off
Duration
10 days
From $4,250
US$3,613
$200 now + easy payments of $2,298
Payment plans
No fees, no interest, no credit checks. For departure 26 Oct 2025
Pay today$200
2 easy payments$2,298
Payment plans
No fees, no interest, no credit checks. For departure 26 Oct 2025
Pay today$200
2 easy payments$2,298
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In-depth Cultural
Best of Italy (Small Groups, Summer)
4.4 (19 traveler reviews)
Destinations
Rome, Vatican City, Pisa, Florence, Venice, Ravenna, Assisi,Sorrento,Capri,Pompeii+3 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
15% Off
Duration
11 days
From
US$6,750
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In-depth Cultural
Country Roads of Italy (Classic)
5.0 (4 traveler reviews)
"We love to get away from the busier areas and see the quieter country side."
Susan, traveled in September
Destinations
Rome, Vatican City, Castel Gandolfo, Naples, Sorrento,Capri,Pompeii,Todi,Orvieto,Assisi,Perugia,Cortona,Tuscany,Lake Trasimeno Regional Park,Florence,Siena,San Gimignano,Lucca,Pisa,Cinque Terre,Parma,Modena,Venice,Soave,Padua,Burano+21 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
12% Off
Duration
16 days
From $5,675
US$4,994
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In-depth Cultural
Treasures of Italy (Classic)
4.8 (3 traveler reviews)
"I loved staying 2 nights on Capri island and exploring this beautiful place after day trippers had left."
Lucie, traveled in April
Destinations
Rome, Vatican City, Trevi, Pompeii, Sorrento, Positano,Capri,Florence,Naples,San Gimignano,Cinque Terre,Portofino,Santa Margherita Ligure,Lake Maggiore,Borromean Islands,Venice,Iseo,Burano+12 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
15% Off
Duration
11 days
From $5,125
US$4,356
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Explorer
Country Roads of Tuscany & Central Italy (Classic)
4.5 (2 traveler reviews)
"Beautiful tour. We were so impressed with his knowledge and caring for his clan."
RogerandKarin, traveled in May
Destinations
Rome, Perugia, Vatican City, Orvieto, Cortona, Assisi,Tuscany,Siena,San Gimignano,Lake Trasimeno Regional Park,Marina di Campo,Pisa,Lucca,Florence,Bagno Vignoni,Pienza+10 more
Age Range
up to 99 year olds
Country Region
Central Italy
Operated in
English
Operator
Insight Vacations
15% Off
Duration
9 days
From
US$3,350
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In-depth Cultural
Italian Elegance (Classic)
4.6 (5 traveler reviews)
"An amazing tour, especially our tour director Lisa G."
Eric, traveled in May
Destinations
Rome, Vatican City, Florence, Tuscany, San Gimignano, Pisa,Portofino,Santa Margherita Ligure,Cinque Terre,La Spezia,Lake Maggiore,Cortina d’Ampezzo,Ampezzo,Conegliano,Veneto,Venice,Burano+11 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
15% Off
Duration
12 days
From $4,975
US$4,229
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In-depth Cultural
Country Roads of Northern Italy (Classic Group)
2.8 (2 traveler reviews)
"Absolutely fantastic itinerary. Well paced, excellent optional activities which ties in well with the tour."
Henry, traveled in July
Destinations
Milan, Vinci, Scala, Verona, Cortina d’Ampezzo, Ampezzo,Bolzano,Trento,Prosecco,Venice,Conegliano,Veneto,Lake Maggiore,Lake Garda,Garda,Sirmione,Lake Como,Como,Baveno,Stresa,Borromean Islands,Isola+16 more
Age Range
up to 99 year olds
Country Region
Northern Italy
Operated in
English
Operator
Insight Vacations
10% Off
Duration
10 days
From $4,275
US$3,848
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In-depth Cultural
Italian Intermezzo (Classic, Summer)
4.8 (6 traveler reviews)
"The overall itinerary was superb. He was responsive and caring, enormously informative, well organised, and just excellent in every way."
Vince, traveled in June
Destinations
Como, Verona, Venice, Giudecca Island, Pisa, Florence,Assisi,Rome,Vatican City+3 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
15% Off
Duration
8 days
From $3,050
US$2,593
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In-depth Cultural
Italian Escapade (Classic)
4.5 (2 traveler reviews)
"Our trip to Italy was magical, full of long lasting memories and spectacular experiences."
Kalli, traveled in February
Destinations
Rome, Vatican City, Siena, Florence, Marina di Campo,Tuscany,San Gimignano,Pisa,Carrara,Lake Maggiore,Venice,Iseo,Assisi,Sorrento,Naples,Mount Vesuvius,Capri,Positano,Amalfi,Pompeii,Cassino,Scala+17 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
15% Off
Duration
13 days
From $5,275
US$4,484
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In-depth Cultural
Grand Italy & Sicily (Classic)
Destinations
Rome, Vatican City, Pisa, Santa Margherita Ligure,Cinque Terre,Monterosso al Mare,Portofino,Lake Maggiore,Baveno,Isola,Venice,Soave,Padua,Florence,San Gimignano,Pompeii,Sorrento,Mount Vesuvius,Naples,Capri,Amalfi,Matera,Alberobello,Giardini Naxos,Taranto,Messina,Villa San Giovanni,Taormina,Palermo+25 more
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
12% Off
Duration
17 days
From $6,795
US$5,980
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In-depth Cultural
Best of Italy (Classic, Summer)
4.4 (19 traveler reviews)
"Great tour meant lots of friends. The ages we're all the way from kids to 8 to elder."
Max, traveled in July
Destinations
Rome, Florence, Pisa, Venice, Assisi, Sorrento, Capri
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
10% Off
Duration
11 days
From $5,075
US$4,568
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Explorer
Country Roads of Northern Italy (Small Group)
2.8 (2 traveler reviews)
Destinations
Milan, Verona, Trento, Bolzano, Cortina d’Ampezzo, Venice,Conegliano,Lake Maggiore,Lake Garda,Sirmione,Lake Como,Baveno,Stresa,Borromean Islands,Isola+9 more
Age Range
up to 99 year olds
Regions
Northern ItalyItalian Lakes District+1 more
Operated in
English
Operator
Insight Vacations
10% Off
Duration
10 days
From
US$5,150
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Explorer
Sicily in Depth (Classic, End Catania)
4.1 (5 traveler reviews)
Destinations
Palermo, Trapani, Marsala, Agrigento, Ragusa, Modica,Syracuse,Giardini Naxos,Catania+3 more
Age Range
up to 99 year olds
Regions
South Italy Sicily
Operated in
English
Operator
Insight Vacations
10% Off
Duration
9 days
From $3,075
US$2,768
$200 now + easy payments of $252
Payment plans
No fees, no interest, no credit checks. For departure 20 Mar 2026
Pay today$200
12 easy payments$252
Payment plans
No fees, no interest, no credit checks. For departure 20 Mar 2026
Pay today$200
12 easy payments$252
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In-depth Cultural
European Dream (Small Groups)
Destinations
Italy Vatican City (Holy See)Switzerland France
Age Range
up to 99 year olds
Operated in
English
Operator
Insight Vacations
10% Off
Duration
11 days
From
US$6,675
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Explorer
Country Roads of Southern Italy and Sicily (Classic)
Destinations
Rome, Sorrento, Capri, Pompeii, Alberobello, Mount Vesuvius,Ostuni,Matera,Taormina,Messina,Mount Etna,Syracuse,Agrigento,Palermo+8 more
Age Range
up to 99 year olds
Country Region
South Italy
Operated in
English
Operator
Insight Vacations
10% Off
Duration
14 days
From $5,025
US$4,523
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