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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
Save $300pp
4.5 stars(11 reviews)
Escorted
2026AprMaySepOct
8 days from
$3,295 pp $2,995 pp
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Rome Skyline
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4.7 stars(38 reviews)
Escorted
2026AprMayJunAugSepOct
9 days from
$3,795 pp $3,495 pp
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Venice
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4.4 stars(120 reviews)
Escorted
2026MarAprMayJunJul...
2027MarAprMayJunJul...
11 days from
$3,595 pp $3,295 pp
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Escorted
2026AprSepOct
2027AprMayJunSepOct
11 days from
$4,495 pp $4,195 pp
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Escorted
2026AprMayJunSepOct
12 days from
$4,095 pp $3,795 pp
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PIsa
Save $300pp
4.5 stars(26 reviews)
Escorted
2026AprMayJunOct
15 days from
$6,295 pp $5,995 pp
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33 results matching: Italy, Southern Europe & Mediterranean

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VeniceVeniceVeniceVeniceVenice
Save $300pp
4.4 stars(120 reviews)
Escorted
2026MarAprMayJunJul...
2027MarAprMayJunJul...
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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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11 days from
$3,595 pp $3,295 pp
per person
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Piazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, Rome
Save $300pp
4.4 stars(49 reviews)
Escorted
2026AprMayJunSepOct
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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13 days from
$5,095 pp $4,795 pp
per person
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Eiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower Paris
Save $300pp
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...

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11 days from
$4,595 pp $4,295 pp
per person
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TuscanyTuscanyTuscanyTuscanyTuscany
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4.5 stars(14 reviews)
Escorted
2026AprMayJunJulAug...
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...

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8 days from
$1,595 pp $1,295 pp
per person
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PIsaPIsaPIsaPIsaPIsa
Save $300pp
4.5 stars(26 reviews)
Escorted
2026AprMayJunOct
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...

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15 days from
$6,295 pp $5,995 pp
per person
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Rome SkylineRome SkylineRome SkylineRome SkylineRome Skyline
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4.7 stars(38 reviews)
Escorted
2026AprMayJunAugSepOct
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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9 days from
$3,795 pp $3,495 pp
per person
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4.6 stars(62 reviews)
Independent
2026AprMayJunJulAug...
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.

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9 days from
$3,495 pp $3,195 pp
per person
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Lake LucerneLake LucerneLake LucerneLake LucerneLake Lucerne
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Escorted
2026JulSepOct
Escorted

Experience the wonders of two countries on one spectacular exploration of Switzerland and northern Italy.  Explore Lake Lucerne, including a trip to Mount Rigi's summit on Europe's first mountain railway, from a lakefront hotel in Weggis before embarking on one of Switzerland's lesser-known yet equally spectacular alpine railways, the...

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10 days from
$4,395 pp $4,095 pp
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Escorted
2026AprMayJunSepOct
Escorted

Delve into the diverse culture of Southern Italy and glorious Sicily, immersing yourself in its rich history, landscapes, and idyllic coastlines, and indulging in local cuisine. Each stop reveals layers of history, beauty, and local charm - from the unique houses of Matera and Alberobello to Sicily's magnificent Greek temples, the Palatine...

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12 days from
$4,095 pp $3,795 pp
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Jeronimos MonastreyJeronimos MonastreyJeronimos MonastreyJeronimos MonastreyJeronimos Monastrey
4.7 stars(19 reviews)
Independent
2026MarAprMayJunJul...
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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7 days from
$2,595 pp $2,295 pp
per person
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BarcelonaBarcelonaBarcelonaBarcelonaBarcelona
4.5 stars(25 reviews)
Independent
2026MarAprMayJunJul...
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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9 days from
$3,195 pp $2,895 pp
per person
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Douro Valley PortugalDouro Valley PortugalDouro Valley PortugalDouro Valley PortugalDouro Valley Portugal
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Escorted
2026AprMayJunAugSepOct
Escorted

Flowing from northern Spain to the Atlantic Ocean, the Douro River carves our route through a rolling landscape of vineyards and idyllic locations. On this Iberian vacation, explore the Douro Valley by rail, traveling from Spain's 'Golden City' of Salamanca and through Portugal's beautiful countryside.       Experience the region's iconic wine...

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Save $300pp
15 days from
$5,895 pp $5,595 pp
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Our customers love our Italy, Southern Europe & Mediterranean tours
Glorious Sorrento, the Amalfi Coast & Eternal Rome
27 Oct 2025
Joanne Daubert
5 stars
“The trip was lot of fun! Richard was a complete delight.
Collected by Trustpilot
Top to Toe of Italy
25 Oct 2025
Dan
5 stars
“Many if not all of the things to see in Italy in a nicely paced, well organized fashion. The tour manager knows what he’s doing and things never felt chaotic and there were no worries. The balance between group activities and personal time was well thought out.
Collected by Trustpilot
First-Class Italy: Featuring Tuscany & Venice
22 Oct 2025
Milton
5 stars
“This was a trip of a lifetime for me and you did not fail to deliver! The accommodations were great as well as the excursions. Our tour manager, Elizabeth Quinn, made the transitions easy and fun with her witty personality. She took good care of all of us. I can't...
Collected by Trustpilot
Scenic Europe By Rail: London to Rome
20 Oct 2025
Robert Byrd
5 stars
“The trip was fantastic, the guests and our lead was great, the only negative was train ride to Pisa (overcrowded) .
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
Cuisine & Culture: Lisbon & Porto
02 Oct 2025
LINDA MARIE WILLIAMS
5 stars
“Restaurants that were booked were full.of only bus loads of tourists and the food was terrible probably due the turnover
Collected by Trustpilot
Tuscany: Florence San Gimignano & Pisa
20 Apr 2025
Todd Peterson
5 stars
“Overall the tour was fantastic. The food at the main hotel was not what I would consider true Italian cuisine which is what we were hoping for. I can get fish anyway of the week as I live in Florida. The itinerary was what we had hoped for, all of...
Collected by Trustpilot
Cuisine & Culture: Barcelona, Madrid & Seville
14 Apr 2025
LUCINDA ANN DALY
5 stars
“This unescorted tour of Barcelona, Madrid and Sevilla was outstanding. The preferred seating on the train is spectacular.! The food tour in Barcelona for tapas was lovely and generally, we enjoyed the entire trip!
Collected by Trustpilot
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