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Italy, Southern Europe & Mediterranean

Italy, Southern Europe & Mediterranean

The golden sun warms the landscape and travelers' souls in Southern Europe countries. Blue skies adjoin even bluer waters, and rolling countrysides fade into fascinating cities, where the offerings are as exotic as the surroundings. A Mediterranean trip itinerary may begin in Italy - a country renowned for its rich culture, incredible cuisine, luscious wine, pretty towns, and cosmopolitan cities. Trips may also dedicate their entirety to discovering the intricacies of this world-class destination from top to toe, exploring its ancient sites, like Pompeii, and its stunning coastlines between memorable excursions. Explore regions like Tuscany where a little bit of everything can be found, from local cuisines and wines to historic art to hiking the Tuscan hills. Mediterranean vacation packages may also venture to Spain, connecting coastal Barcelona with Madrid or Seville on the interior by high-speed train. Spanish traditions and undeniable ambiance surround each destination. Travelers can also connect Spain's cities with Portugal's incredible Douro wine region by embarking on a river cruising expedition aboard a luxurious ship. Closer to Portugal's oceanside, Porto - beloved for its Port Wine production - and the colorful city of Lisbon further weave the story of Southern Europe. Whether embarking on a guided tour or an independent adventure, it is hard not to fall in love with the vibrancy of the Mediterranean.

Explore Our Top Vacations in Italy, Southern Europe & Mediterranean

Florence Italy
Last Spaces
Save up to $800
4.5 stars(12 reviews)
Escorted
2026SepOct
2027AprMayJunSepOct
8 days from
$3,099 pp $2,799 pp
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Athens
Save up to $800
Escorted
2026Oct
2027MayJunSepOct
10 days from
$3,199 pp $2,799 pp
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Rome Skyline
Last Spaces
Save up to $800
4.6 stars(45 reviews)
Escorted
2026AugSepOct
2027AprMayJunAugSepOct
9 days from
$3,099 pp $2,799 pp
View Details
Venice
Last 50 Spaces
Save up to $800
4.4 stars(143 reviews)
Escorted
2026JulSepOct
2027MarAprMayJunJul...
11 days from
$3,699 pp $3,299 pp
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Sagrada Familia Cathedral, Barcelona
Last 50 Spaces
Save up to $800
Escorted
2026SepOct
2027MayJunSepOct
11 days from
$4,399 pp $3,999 pp
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Positano
Save up to $800
Escorted
2026SepOct
2027AprMayJunSepOct
12 days from
$4,899 pp $4,499 pp
View Details
PIsa
Save up to $800
4.5 stars(30 reviews)
Escorted
2026SepOct
2027AprMayJunSepOct
15 days from
$5,899 pp $5,499 pp
View Details

37 results matching: Italy, Southern Europe & Mediterranean

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VeniceVeniceVeniceVeniceVenice
Last 50 Spaces
Save up to $800
4.4 stars(143 reviews)
Escorted
2026JulSepOct
2027MarAprMayJunJul...
Escorted

Travel through centuries of history on this journey of cultural epicenters and romantic views. Staying in four diverse bases, Venice, Montecatini Terme, Rome and Sorrento, uncover Italian wonders from coast to coast. Begin in the "Floating City," discovering its canals and bridges before moving into Tuscany, where we explore the Cinque Terre from...

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Save up to $800
11 days from
$3,699 pp $3,299 pp
per person
View Details
Piazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, Rome
Save up to $800
4.5 stars(55 reviews)
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

From Europe's exciting cityscapes to the stunning heights of the Swiss Alps and idyllic Tuscan countryside, this 12-day exploration opens the doors to Europe's rich history, culture and traditions. Uncover iconic landmarks in London, sail along the romantic Seine in Paris and marvel at Switzerland's stunning Alps during a lake cruise and...

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Save up to $800
13 days from
$5,699 pp $5,299 pp
per person
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Eiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower Paris
Save up to $800
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

Discover landmark-lined rivers, alpine peaks and iconic cities while delving into the heart of Europe, relishing its best features from many perspectives. This vacation is a showcase of culture, with something new in each destination. Begin under the Eiffel Tower in Paris, cruising the Seine and touring its sites before venturing into the Swiss...

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Save up to $800
11 days from
$4,199 pp $3,799 pp
per person
View Details
TuscanyTuscanyTuscanyTuscanyTuscany
Save up to $800
4.6 stars(18 reviews)
Escorted
2026Aug
Escorted

Savor the glorious colors, aromas and flavors of Tuscany on a vacation highlighting the true beauty of this beloved Italian region. Discover the great Renaissance city of Florence, visit a historic family estate for a tour and dinner, and marvel at the iconic monuments of Pisa, including the Leaning Tower. Explore the stunning sights of Siena,...

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Save up to $800
8 days from
$1,699 pp $1,499 pp
per person
View Details
PositanoPositanoPositanoPositanoPositano
Save up to $800
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

Experience the diverse culture of southern Italy and the sun-drenched island of Sicily on this captivating vacation, immersing yourself in history, landscapes and local cuisine. Each stop reveals layers of local character - from the unique trulli of Alberobello and the cave dwellings of Matera to Sicily's awe-inspiring Greek temples, ornate...

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Save up to $800
12 days from
$4,899 pp $4,499 pp
per person
View Details
Rome SkylineRome SkylineRome SkylineRome SkylineRome Skyline
Last Spaces
Save up to $800
4.6 stars(45 reviews)
Escorted
2026AugSepOct
2027AprMayJunAugSepOct
Escorted

 Uncover the beauty of one of Europe's most enchanting regions, the captivating Amalfi Coast.     The journey begins with two nights in the "Eternal City" of Rome, where ancient landmarks and vibrant culture set the stage. From here, continue to the charming clifftop town of Sorrento, overlooking the Bay of Naples, the gateway to Capri and the...

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Save up to $800
9 days from
$3,099 pp $2,799 pp
per person
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Cinque TerreCinque TerreCinque TerreCinque TerreCinque Terre
Last Spaces
Save up to $800
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

This superb Mediterranean adventure features five dazzling cities - Barcelona, Carcassonne, Nîmes, Nice and Genoa - and the idyllic French and Italian Rivieras. From Barcelona's Gothic Quarter and its unique culture, discover the medieval citadel of Carcassonne, and savor a private lunch with wine tasting at a French Château. Explore Nîmes' Roman...

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Save up to $800
12 days from
$3,899 pp $3,499 pp
per person
View Details
Save up to $800
4.6 stars(62 reviews)
Independent
2026JulAugSepOct
Independent

Through museum visits, guided tours and culinary experiences, delve into the history and incredible culture of Italy. This nine-day expedition follows a northerly course that takes travelers from Rome in the south to Venice on the cusp of the Adriatic Sea. Each stop along the way paints a memorable picture of Italy's immense beauty. Distinctive...

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Save up to $800
9 days from
$3,495 pp $3,095 pp
per person
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Jeronimos MonastreyJeronimos MonastreyJeronimos MonastreyJeronimos MonastreyJeronimos Monastrey
Save up to $800
4.7 stars(20 reviews)
Independent
2026JunJulAugSepOct
Independent

Where the sun meets the sea and centuries of history are presented through architecture, dancing and some of the finest wine and cuisine in the world, Portugal is a vacation destination that calls to travelers of all interests. Find what appeals to you while spending seven days exploring this idyllic piece of Europe. This thoughtfully planned...

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Save up to $800
7 days from
$2,795 pp $2,495 pp
per person
View Details
Granada AlhambraGranada AlhambraGranada AlhambraGranada AlhambraGranada Alhambra
Save up to $800
4.3 stars(6 reviews)
Escorted
2026Sep
2027MayJunSepOct
Escorted

Discover the rich cultural heritage and artistry of Spain on a journey through its iconic cities. From Barcelona, travel to coastal Valencia and into the capital, Madrid, before exploring Moorish Andalucía. View the astonishing exterior of Gaudí's unfinished masterpiece in Barcelona, savor authentic cuisine in Valencia and Madrid and explore...

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Save up to $800
11 days from
$5,399 pp $4,999 pp
per person
View Details
BarcelonaBarcelonaBarcelonaBarcelonaBarcelona
Save up to $800
4.4 stars(28 reviews)
Independent
2026JulAugSepOct
Independent

Sunny Spain, where a colorful atmosphere is cultivated through flavorful cuisine and centuries of tradition. Your fascinating rail vacation take you to Barcelona, Madrid, Toledo, and Seville, where independent sightseeing and optional excursions pair with guided touring to enrich each day and make it one to remember. Enjoy a paella cooking...

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Save up to $800
9 days from
$3,195 pp $2,795 pp
per person
View Details
PIsaPIsaPIsaPIsaPIsa
Save up to $800
4.5 stars(30 reviews)
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

From the alpine foothills to Sicily and all that lies between, uncover Italy's rich culture on an expertly crafted itinerary. See the highlights of Italy while traveling the country's length, delving into remarkable destinations, including Venice, Florence and Rome.  Bask in the beauty of the Amalfi Coast and marvel at the remains of ancient...

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Save up to $800
15 days from
$5,899 pp $5,499 pp
per person
View Details
Our customers love our Italy, Southern Europe & Mediterranean tours
Scenic Europe By Rail: London to Rome
6/Jun
Betsy Ladely
5 stars
“We had the best guide Kathy Mathews! We didn't need to worry about anything, she was so organized, friendly and helpful! Saw places and sites I would not have seen on my own.
Collected by Trustpilot
First-Class Italy: Featuring Tuscany & Venice
5/Jun
Carolyn Johnson
5 stars
“The Best !!
Collected by Trustpilot
Glorious Sorrento, the Amalfi Coast & Eternal Rome
3/Jun
Glenn Trani
5 stars
“Wonderful trip. It did not disappoint!
Collected by Trustpilot
Tuscany: Florence San Gimignano & Pisa
2/Jun
Robert Morgan
5 stars
“Interesting history and beautiful region
Collected by Trustpilot
Cuisine & Culture: Rome, Florence & Venice
08 Oct 2025
customer
5 stars
“It was very nice to be met at airports and train stations with an easy to identify who our drivers were at each stop. These drivers who brought us to and from our Hotels removed any anxiety from our trip this made our truly amazing.
Collected by Trustpilot
Iconic Cities of Spain: Madrid to Barcelona
29 Sep 2025
Sue
5 stars
“It was a great trip. Jane Mallinder, our guide, was brilliant and very well organised.She took good care of our group.
Collected by Trustpilot
Cuisine & Culture: Lisbon & Porto
1/Jun
Charlene
4 stars
“We enjoyed this trip. Keep in mind that this is an independent tour and that you have to allow time to get from your assigned hotel to the tour meeting points which aren’t nearby. In Lisbon I had to request a hotel change to be closer to the daily meeting...
Collected by Trustpilot
Top to Toe of Italy
28/May
Barbara Ressegue
4 stars
“The trip was awesome for the most part. The group meals were horrible. You need to give people a choice of foods to eat. Some of us went hungry as we could not eat what was being served and there were no choices of what to eat. Very annoying and...
Collected by Trustpilot
Cuisine & Culture: Barcelona, Madrid & Seville
8/May
T Smith
4 stars
“Trip was great. Working with the company, not so good. Slow and unresponsive
Collected by Trustpilot
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