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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. 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.

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29 results matching: Italy, Southern Europe & Mediterranean

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Last 100 Spaces
Save up to $500
2024MaySepOct
2025MayJunSepOct
Escorted
12 days from
$3,895 pp $3,595 pp
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Save up to $500
12 days from
$3,895
$3,595
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  • DestinationItaly
  • AccommodationHotel
  • TransportRail
Map and accommodation
Florence
Nearly Sold Out
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2024MayAugSepOct
2025AprMayJunJulAug...
Escorted
11 days from
$3,795 pp $3,595 pp
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11 days from
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$3,595
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  • DestinationItaly
  • AccommodationHotel
  • TransportCoach
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Florence
Independent
2024MayJunJulAugSepOct
Independent
7 days from
$1,775 pp
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7 days from
$1,775
per person
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  • DestinationItaly
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Cuisine & Culture
4.6 stars(44 reviews)
2024MayJunJulAugSepOct
2025AprMayJunJulAug...
Independent
9 days from
$2,755 pp
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9 days from
$2,755
per person
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  • DestinationItaly
  • TransportRail
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Florence Italy
Last 100 Spaces
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2024JunSepOct
Escorted
10 days from
$3,195 pp $2,995 pp
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10 days from
$3,195
$2,995
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  • DestinationItaly
  • AccommodationHotel
  • TransportRail
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Cinque Terre
Escorted
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2024MayJunJulAugSepOct
Escorted
10 days from
$2,995 pp $2,795 pp
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10 days from
$2,995
$2,795
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  • DestinationItaly
  • TransportRail, Coach
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Rome Skyline
Escorted
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4.2 stars(6 reviews)
2024MayJunAugSepOct
2025AprMayJunAugSepOct
Escorted
9 days from
$2,795 pp $2,595 pp
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9 days from
$2,795
$2,595
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  • DestinationItaly
  • AccommodationHotel
  • TransportRail, Coach
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Cuisine & Culture: Barcelona, Madrid, Seville
Cuisine & Culture
4.6 stars(14 reviews)
2024MayJunJulAugSepOct
2025JanFebMarAprMay...
Independent
9 days from
$2,699 pp
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9 days from
$2,699
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  • DestinationSpain
  • TransportRail
Map and accommodation
13 days from
$5,495
per person
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  • DestinationEngland, France, Italy, Switzerland
  • AccommodationHotel
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River Douro Portugal
Escorted
Special Offer
4.6 stars(7 reviews)
2024JunSep
2025MayJunSep
Escorted
11 days from
$3,995 pp
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Special Offer
11 days from
$3,995
per person
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  • DestinationPortugal, Spain
  • AccommodationCruise, Hotel
  • TransportCruise, Coach
Map and accommodation
Sorrento
Independent
4.6 stars(12 reviews)
2024MayJunJulAugSepOct
2025AprMayJunJulAug...
Independent
13 days from
$4,795 pp
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13 days from
$4,795
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  • DestinationItaly
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Spanish Steps
Independent
4.5 stars(10 reviews)
2024MayJunJulAugSepOct
2025AprMayJunJulAug...
Independent
8 days from
$3,465 pp
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8 days from
$3,465
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  • DestinationItaly
Map and accommodation
Our customers love our Italy, Southern Europe & Mediterranean tours
Cuisine & Culture: Barcelona, Madrid & Seville
13/Apr
STEVEN FELIX BECK
5 stars
“The travel arrangements were great. All airport/train station to and from the Hotels were spot on. Private tour guides were first rate.
Collected by Trustpilot
Cuisine & Culture: Rome, Florence & Venice
17 Nov 2023
CHARLES SOUCEK
5 stars
“This was my first independent tour with vacations by rail and I like the balance of planned activities and free time. The tour guides we had were very good.
Collected by Trustpilot
Explore Italy: Pompeii, Capri & the Amalfi Coast
10 Nov 2023
TRACI LARSON
5 stars
“This was an awesome trip! We enjoyed having the scheduled tours/drivers, but we also enjoyed having time alone to relax or explore on our own. We couldn't ask for a better vacation. I would definitely sign up for another Vacation By Rail tour.
Collected by Trustpilot
Cuisine & Culture: Lisbon & Porto
01 Nov 2023
ELIZABETH LORRAINE DEATHERAGE
5 stars
“Our trip went off perfectly and our guides were fabulous. It exceeded our expectations.
Collected by Trustpilot
Best of Italy featuring Lake Como & the Amalfi Coast
26 Oct 2023
Mitzi Rauth
5 stars
“The tour is amazing, great timing. We certainly can't say we saw the Almalfi Coast.
Collected by Trustpilot
Top to Toe of Italy
14 Oct 2023
Eloise De Beer
5 stars
“We had a fabulous Tour Manager in Lydia. She was always available and approachable and friendly to all. We stayed in excellent hotels, tours, and great meals were included. There's only a couple things I'd change. We were too long on the Amalfi Coast, and wished we could spend some time exploring Sorrento on our own. My roommate and I paid for 2 extra nights in the first hotel, in Murano, and you would think at $269 per night, breakfast would be included.
Collected by Trustpilot
Highlights of Tuscany
11 Oct 2023
Mary Maki-Rich
5 stars
“Loved the leader, Gilly. Loved the amount of free time and planned time as well. Perfecto. Loved the food at Ercolini and Savi. Loved that it wasn’t based in Florence. Loved the size of the group.
Collected by Trustpilot
Highlights of Switzerland & Italy by Rail
13 Nov 2023
DALE PATRICIA TAVAREZ
4 stars
“Locations were amazing. It would have been helpful to have itinerary earlier in the process so that we could map out places we wanted to go. Also it would have been nice to know ahead of time that one of the hotels did not have air conditioning. It was a little too hot to not have AC. For our time in Rome, we were told that the Vatican Museum was closed the day we were supposed to tour and so we agreed to book a Food tour instead. We were not told how long the food tour was so booked a Vatican tour on our own and had to leave the food tour early to make it to the Vatican Museum on time. I am not sure why we were told it was closed that day.
Collected by Trustpilot
Lisbon & Douro Cruise
19 Sep 2023
RICHMAN, AL
4 stars
“The scenery on the cruise was amazing, the boat was nice but rooms were a little small? The food while there was plenty left a lot to be desired. We left the boat to go out to eat once and would have done several more times if there was a restaurant near where we docked.
Collected by Trustpilot
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