Home > Tours > Europe Tours > Italy Tours > May

Italy Tours Starting In May 2026 and 2027

Filter Results
Departures
Duration
4 Days
24 Days
Max. Group Size
Trip Styles
Show More...
Budget
Regions
Start & End Cities
Operators
Show More...
Price
$600pp
$20,195pp
Countries
Show More...
Filter Results
204 Tours (6,550 Tour Departures)
8 Day Upgraded - Walking Italy: Rome & Umbria with Explore Worldwide
Tour

8 Days Rome to Rome
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$3,220
Save 930
Per Person
View Trip
11 Day Italy's Treasures: Art, Food & Wine of Italy with Collette
Tour

11 Days Stresa to Venice
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Visit: Italy
New Year Sale
Exclusive Savings
From
US$4,458
Save 359
Per Person
View Trip
12 Day Iconic Italy with APT
New ReleaseTour

12 Days Rome to Venice
Operated By: APT
Departures: May 2026 to Sep 2027
Trip Styles: Coach, Scenic
Visit: Italy
Exclusive Savings
From
US$7,496
Save 349
Per Person
View Trip
7 Day Northern Sicily: Islands & Volcanoes with G Adventures
Tour

7 Days Palermo to Catania
Operated By: G Adventures
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Great Adventure Sale
Exclusive Savings
From
US$1,658
Save 260
Per Person
View Trip
10 Day Country Roads of Northern Italy (Small Group) with Insight Vacations
Tour

10 Days Milan to Milan
Operated By: Insight Vacations
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$4,128
Save 347
Per Person
View Trip
10 Day Gems of Sicily & Malta with Globus
New ReleaseTour

10 Days Palermo to Sliema
Operated By: Globus
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$4,626
Save 697
Per Person
View Trip
8 Day Walking in Sardinia with Exodus Adventure Travels
Tour

8 Days Dorgali to Dorgali
Departures: Apr 2026 to Oct 2027
Visit: Sardinia
Sign Up Savings
Exclusive Savings
From
US$2,328
Save 670
Per Person
View Trip
8 Day Premium Puglia with Intrepid Travel
Tour

8 Days Bari to Naples
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy
Exclusive Savings
From
US$4,502
Save 1,024
Per Person
View Trip
9 Day Calabria: Naples to Catania with Intrepid Travel
Tour

9 Days Naples to Catania
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$2,160
Save 585
Per Person
View Trip
12 Day Treasures of the Mediterranean Isles - Northbound with Tauck
Tour + Cruise

12 Days Malta to Marseille
Operated By: Tauck
Ships: Le Bougainville, Le Dumont d’Urville
Departures: Sep 2026 to Oct 2026
Trip Styles: Coach, Cruise, Scenic
Visit: Malta, Sicily, Sardinia, Corsica, Italy, France
Inside
-
Oceanview
-
Balcony
$11,890
Suite
$15,890
From
US$11,890
Per Person
View Trip
8 Day Real Sicily with Contiki
Tour

8 Days Catania to Palermo
Operated By: Contiki
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Small Group, 18-30's, Scenic
Visit: Sicily
Worldwide Sale
Exclusive Savings
From
US$1,485
Save 188
Per Person
View Trip
17 Day Rome to Southern Italy: Amalfi & Puglia with Intrepid Travel
Tour

17 Days Rome to Bari
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy
Exclusive Savings
From
US$4,448
Save 1,045
Per Person
View Trip
7 Day Local Living Italy—Sorrento with G Adventures
Tour

7 Days Naples to Naples
Operated By: G Adventures
Departures: Mar 2026 to Dec 2026
Trip Styles: Adventure, Small Group
Visit: Italy
Exclusive Savings
From
US$2,133
Save 75
Per Person
View Trip
8 Day Cycle Cilento & the Amalfi Coast with Exodus Adventure Travels
Tour

8 Days Palinuro to Minori
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$2,561
Save 838
Per Person
View Trip
13 Day Italian Escapade (Small Group) with Insight Vacations
Tour

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$6,379
Save 444
Per Person
View Trip
10 Day Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria with G Adventures
New ReleaseTour

10 Days Florence to Rome
Operated By: G Adventures
Departures: Apr 2026 to Oct 2026
Visit: Italy
Exclusive Savings
From
US$4,849
Save 172
Per Person
View Trip
11 Day The Elegant Art of Italy: Lake Como to Rome with Tauck
Tour

11 Days Milan to Rome
Operated By: Tauck
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
From
US$11,290
Per Person
View Trip
17 Day Tastes of Italy with Adriatic Coastal Cruise with Travelmarvel
New ReleaseTour + Cruise

17 Days Rome to Dubrovnik
Operated By: Travelmarvel
Ship: MV Princess Eleganza
Departures: Apr 2027 to Sep 2027
Visit: Italy, Slovenia, Croatia
Exclusive Savings
Inside
-
Oceanview
$7,257
Balcony
-
Suite
-
From
US$7,257
Save 164
Per Person
View Trip
16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$4,074
Save 1,200
Per Person
View Trip
17 Day Grand Italy & Sicily (Small Group) with Insight Vacations
Tour

17 Days Rome to Palermo
Operated By: Insight Vacations
Departures: May 2026 to Aug 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$7,776
Save 548
Per Person
View Trip
7 Day Venice to Rome by Rail with Explore Worldwide
Tour

7 Days Venice to Rome
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy
Exclusive Savings
From
US$1,979
Save 605
Per Person
View Trip
8 Day A Taste of Italy - Walking in Puglia with Explore Worldwide
Tour

8 Days Altamura to Monopoli
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$1,862
Save 538
Per Person
View Trip
8 Day A Week In... Tuscany & Umbria with Tauck
Tour

8 Days Florence to Rome
Operated By: Tauck
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
From
US$5,590
Per Person
View Trip
8 Day A Week In... Puglia with Tauck
Tour

8 Days Bari to Bari
Operated By: Tauck
Departures: Sep 2026 to Nov 2026
Trip Styles: Coach, Scenic
Visit: Italy
From
US$6,590
Per Person
View Trip
8 Day Rome to Amalfi with Intrepid Travel
Tour

8 Days Rome to Minori
Operated By: Intrepid Travel
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy
Exclusive Savings
From
US$1,901
Save 715
Per Person
View Trip
13 Day Grand Tour - Italian Lakes to Amalfi Coast with CIE Tours
New ReleaseTour

13 Days Milan to Sorrento
Operated By: CIE Tours
Departures: May 2026 to Nov 2026
Trip Styles: Coach, Scenic
Visit: Italy
Exclusive Savings
From
US$5,035
Save 240
Per Person
View Trip
8 Day Cycling in Sicily with Exodus Adventure Travels
Tour

8 Days Palazzolo Acreide to Syracuse
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$2,561
Save 804
Per Person
View Trip
9 or 8 Day Rome & Amalfi Coast with Collette
Tour

9 or 8 Days Rome to Amalfi or Rome to Sorrento
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Italy
New Year Sale
Exclusive Savings
From
US$3,119
Save 512
Per Person
View Trip
6 Day Easy Pace Malta (Winter) with Insight Vacations
Tour

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Mar 2026 to Oct 2026
Trip Styles: Coach, Short Break, Winter, Scenic
Visit: Malta
Sign Up Savings
Exclusive Savings
From
US$1,771
Save 250
Per Person
View Trip
8 Day Malta Highlights with Blue-Roads Touring
Tour

8 Days Sliema to Sliema
Operated By: Blue-Roads Touring
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Small Group, Off The Beaten Track, Scenic
Visit: Malta
Exclusive Savings
From
US$2,799
Save 282
Per Person
View Trip
Results: 121-150 of 204

No results found. Try amending the search filters.




Tours found! Scroll up to view.

Italy & Sicily

All Italy Tours Northern Italy Tours Sicily Tours Southern Italy Tours Tuscany Tours

Travel Styles

18-30's Tours Active Adventures Coach Tours Cycling Tours Family Holidays Food & Wine Tours Kayaking Trips Luxury Tours Rail Journeys Religious Tours Short Breaks Small Group Tours Walking & Hiking Tours Winter Tours & Trips

Trip Lengths

10 Day 2 Week 7 Day

Departure Months

January February March April May June July August September October November December

Countries

Croatia France Greece Italy Malta Monaco Sicily Slovenia Switzerland Turkey

Cities

Tours from Catania Tours from Dubrovnik Tours from Florence Tours from Milan Tours from Naples Tours from Palermo Tours from Rome Tours from Venice

Routes

Tours from Palermo to Catania Tours from Rome to Venice Tours from Rome to Palermo Tours from Rome to Rome Tours from Venice to Rome

Popular Italy Operators

APT Italy Tours CIE Italy Tours Collette Italy Tours Cosmos Italy Tours Costsaver Italy Tours Exodus Italy Tours Explore's Italy Tours G Adventures Italy Tours Globus Italy Tours Insight Vacations Italy Tours Intrepid Italy Tours Trafalgar Italy Tours

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations