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  • $1339—Tuscany fairytale castle trip incl. $545 in extras
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    TOP 20 - Sells out quickly! $1339 Tuscany fairytale castle trip incl. $545 in extras

    Castello di Velona • Italy
    Just 5 miles from Montalcino, Castello Di Velona is a 10th-century-castle-turned-luxe-resort in one of Italy's top wine regions. This former fortress sits atop a hill overlooking the Val d’Orcia’s breathtaking olive groves, cypress trees and sweeping vineyards renowned for producing Brunello wine. Unwind in the resort's thermal water pools and explore the spectacular flavors and sights of Tuscany with this offer that includes accommodations in a suite with views of Castle Brunello, a wine tasting (Brunello, of course), a lunch for two and more.
    March 29 - Aug. 30, 2024
    TOP 20 - Sells out quickly!
  • $799—Rome, Florence & Venice vacation incl. flights
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    TOP 20 - Sells out quickly! $799 Rome, Florence & Venice vacation incl. flights

    Italy
    Head to these three iconic Italian destinations this winter for under $800.
    Limited dates December 2023 - March 2024; more available
    TOP 20 - Sells out quickly!
  • Book now at

    Tripmasters

    $1499 & up—Paris, Barcelona & Rome: 9 nights w/flights

    $1499 & up Paris, Barcelona & Rome: 9 nights w/flights

    Europe
    We love that this package includes your hotel stays, flights, train transfers & taxes and is fully customizable.
    Priced for March; more dates available
  • $1295—Italy 5-star trip: romantic villa w/Michelin dinner
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    TOP 20 - Sells out quickly! $1295 $2550 Italy 5-star trip: romantic villa w/Michelin dinner

    Byblos Art Hotel Villa Amistà • Verona, Italy
    Nestled deep in the vineyards of Valpolicella is Byblos Art Hotel Villa Amistà—a stunning 16th-century villa that features an eclectic blend of Venetian elegance with colorful modern and contemporary art from world-class artists such as Damien Hirst and Anish Kapoor. Uniquely designed rooms, an on-site Michelin-starred restaurant, a luxe spa with a Turkish bath and a 15th-century wine cellar complete the 5-star experience. Travelzoo members can save up to 50% on 3-night stays with this offer that includes daily breakfast, a three-course dinner for two, a small bottle of red wine and daily access to the spa.
    Through June 14, 2024; stays through Sept. also available
    TOP 20 - Sells out quickly!
  • Book now at

    Exoticca

    $1799 & up—Rome, Florence & Venice: 4-star tour w/flights

    $1799 & up Rome, Florence & Venice: 4-star tour w/flights

    Rome, Florence, Venice
    Journey through Italian history, culture and gastronomy with this 7-night escorted tour visiting Rome, Florence and Venice.
    Options January-December 2024
  • Book now at

    Gate 1 Travel

    $749 & up—Tuscany: 6 nights w/car rental & flights

    $749 & up Tuscany: 6 nights w/car rental & flights

    Italy
    Stay 5 nights in Montecatini and 1 night in Milan, both ideal launch points to explore nearby villages and landmarks, like the Leaning Tower of Pisa
    February 2024; December 2023 - September 2024 on sale
  • Book now at

    Tripmasters

    $1229 & up—Rome, Florence & Venice: 7 nights w/air & train

    $1229 & up Rome, Florence & Venice: 7 nights w/air & train

    Italy
    This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.
    Priced in March; other dates on sale
  • $959—Go truffle hunting in Tuscany for 5 nights

    $959 Go truffle hunting in Tuscany for 5 nights

    Cignella Wine Resort • Trequanda, Italy
    This historic farm-turned-villa is in the heart of Tuscany's famously picturesque countryside near Siena, Perugia, Florence and the UNESCO-listed Val d'Orcia. Save up to 50% with this offer that covers 5 nights in a spacious villa, daily breakfast, a private truffle hunt, a wine tasting, a truffle dinner and more.
    Select dates through Dec. 27, 2024
    93% (54 RATINGS)
  • Book now at

    Globus Family of Brands

    $1919—Rome to Florence: 6-night Italian cultural trip

    $1919 Rome to Florence: 6-night Italian cultural trip

    Rome, Spoleto, Florence
    Explore Roman ruins, visit iconic museums and taste the culinary delights of the country on this springtime tour.
    May 2024
  • Book now at

    Arangrant

    Up to 70% off—Europe in business class into 2024, roundtrip

    Up to 70% off Europe in business class into 2024, roundtrip

    France, Germany, Greece, Italy, Spain, more
    Popular destinations like Berlin, Paris, Athens, Milan and Barcelona are discounted with this special.
    Select dates into 2024
  • Book now at

    Platinum Holidays

    $3699—Ancient Rome & Cairo: 10-night trip w/air

    $3699 Ancient Rome & Cairo: 10-night trip w/air

    Italy & Egypt
    Explore the historians' paradise of Italy and Egypt on this adventure, which includes a Nile River cruise, a tranquil Felucca ride and more.
    October-December 2023
  • Book now at

    SkyLux Travel

    $2999* & up—2-for-1 business class fares (roundtrip)

    $2999* & up 2-for-1 business class fares (roundtrip)

    Europe, India, Middle East, Africa, Asia, Oceania
    Save big when you and a companion book premium fares to various cities across the globe.
    Select dates through 2024
  • Book now at

    Tripmasters

    $1299 & up—Italy: 4-city vacation w/air & train

    $1299 & up Italy: 4-city vacation w/air & train

    Italy
    This fully customizable deal includes hotels, taxes, and train travel for a self-guided trip through iconic Italian cultural destinations.
    Priced for March; surrounding dates also available
  • Book now at

    Travelodeal

    $999 & up—Rome, Florence & Venice 9-night vacation w/air

    $999 & up Rome, Florence & Venice 9-night vacation w/air

    Italy
    Indulge in Italy's cultural and culinary wonders on this 9-night vacation. Travel from Rome to Florence and Venice by train.
    December-January, additional dates also on sale
  • Book now at

    Tripmasters

    $1149 & up—Italy & Morocco: 6-night trip w/air

    $1149 & up Italy & Morocco: 6-night trip w/air

    Venice & Marrakech
    Combine a stunning former imperial town in northern Africa with the beauty of an Italian floating city.
    Priced for March; more dates available
  • Book now at

    Jetline Vacations

    $899 & up—4-night trip near Sorrento w/air & boat tour

    $899 & up 4-night trip near Sorrento w/air & boat tour

    Italy
    Take in the coastal views of Italy with a 4-night stay near Sorrento. See website for details; call to book.
    October-November 2023 and April 2024; more dates available
  • Book now at

    Tripmasters

    $1089 & up—Barcelona & Rome vacation: 9 nights w/air

    $1089 & up Barcelona & Rome vacation: 9 nights w/air

    Europe
    We love that this package includes your hotel stays, flights & taxes and is fully customizable.
    Priced in March; other dates on sale
  • Book now at

    Exoticca

    $1599 & up—Treasures of Tuscany: 7-night trip w/air & tours

    $1599 & up Treasures of Tuscany: 7-night trip w/air & tours

    Italy
    In this escorted tour, stay in the village of Montecatini Terme, in the heart of Tuscany, before exploring Florence and visiting Cinque Terre.
    Options January-October 2024
  • Book now at

    Tripmasters

    $1409 & up—Italy: 11 nights, 6 cities w/air

    $1409 & up Italy: 11 nights, 6 cities w/air

    Italy
    This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.
    Priced for March; more dates available
  • Book now at

    Infinity Worldwide Vacations

    $1395 & up—Rome, Athens & Santorini 8-night trip w/flights

    $1395 & up Rome, Athens & Santorini 8-night trip w/flights

    Italy & France
    This trip combines visits to the Italian & French capitals, plus a stop to Santorini for its perfect sunsets. Includes flights, hotels and breakfast.
    January-February 2024
  • Book now at

    Tripmasters

    $1619 & up—France & Italy highlights w/air & train

    $1619 & up France & Italy highlights w/air & train

    Paris, Venice, Florence, Rome
    Tour some of the most popular European cities on this vacation, which takes you from the Eiffel Tower to the Colosseum in days.
    Priced for March; more dates available
  • Book now at

    Jetline Vacations

    $949 & up—Rome, Venice and Athens getaway w/air

    $949 & up Rome, Venice and Athens getaway w/air

    Italy, Greece
    Spend a week exploring Italy and Greece this year or next. See website for details; call to book.
    November 2023 - April 2024; more dates available
  • Book now at

    Tripmasters

    $1089 & up—6-night Paris & Rome European escape w/air

    $1089 & up 6-night Paris & Rome European escape w/air

    France & Italy
    Explore the Eiffel Tower one day and tour the Colosseum the next on this vacation that combines two highly popular historic cities.
    Priced for March; more dates available
  • Book now at

    Jetline Vacations

    $749 & up—Rome and Venice vacation: 5 nights w/air

    $749 & up Rome and Venice vacation: 5 nights w/air

    Italy
    See two of Italy's most popular destinations next year. This includes international flights and accommodations. See website for details; call to book.
    Limited dates Jan.-Feb. and June 2024; more dates available
  • Book now at

    Tripmasters

    $1249 & up—8-night Cagliari, Olbia & Rome trip w/air & train

    $1249 & up 8-night Cagliari, Olbia & Rome trip w/air & train

    Italy
    This fully customizable deal includes hotels, taxes, and trains for a self-guided trip through breathtaking Italian beaches and historical sites.
    Priced for March; more dates available
  • Book now at

    Infinity Worldwide Vacations

    $3305 & up—Italy: 10-night Rome to Sicily escorted tour

    $3305 & up Italy: 10-night Rome to Sicily escorted tour

    Italy
    Visit Rome, Sorrento, Naples, Palermo, Agrigento, Ragusa & Taormina including hotels, select meals & some tours. Flights are not included.
    April 2024 - March 2025
  • Book now at

    Tripmasters

    $1379 & up—Rome, Cinque Terre, Florence & Venice trip w/air

    $1379 & up Rome, Cinque Terre, Florence & Venice trip w/air

    Italy
    This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.
    Priced in March; more dates available
  • $1199 & up—Epic vacations around the world

    $1199 & up Epic vacations around the world

    Italy, Turkey, Peru, Japan, Egypt
    We sourced some of our members' favorite deals across four continents, which include guided tours, excursions, flights, transfers and more.
    Departures available into 2024
  • Book now at

    Tripmasters

    $1589 & up—Venice, Florence, Rome & Amalfi Coast trip w/air

    $1589 & up Venice, Florence, Rome & Amalfi Coast trip w/air

    Italy
    This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1439 & up—9-night London, Paris & Rome vacation w/air

    $1439 & up 9-night London, Paris & Rome vacation w/air

    Europe
    See famous sites like Big Ben, the Eiffel Tower and the Colosseum on this bucket list fully customizable trip that includes peak summer travel dates.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1309 & up—9-night Barcelona, Rome & Malta trip w/air

    $1309 & up 9-night Barcelona, Rome & Malta trip w/air

    Spain, Italy & Malta
    Explore beautiful natural landscapes and historic architecture on this vacation that combines city and island thrills.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1339 & up—Italy & Malta: 9-night trip w/air

    $1339 & up Italy & Malta: 9-night trip w/air

    Florence, Rome & Malta
    Discover the landmarks of Florence and Rome before escaping to the fossil-studded cliffs and hidden coves of Malta.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1279 & up—9-night Rome, Athens & Istanbul trip w/air

    $1279 & up 9-night Rome, Athens & Istanbul trip w/air

    Italy, Greece & Turkey
    From must-try eats to bustling neighborhoods and majestic mosques, this trip highlights the charm of three unique countries.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1099 & up—Sicily: 7 nights, 3 cities w/air & car rental

    $1099 & up Sicily: 7 nights, 3 cities w/air & car rental

    Italy
    This fully customizable deal includes hotels, taxes, and a car rental for a self-guided trip through unconventional, beautiful sights of Sicily.
    Priced for March; more dates available
  • Book now at

    Tripmasters

    $1399 & up—9-night, 4-city Italy vacation w/flights & train

    $1399 & up 9-night, 4-city Italy vacation w/flights & train

    Italy
    This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.
    Priced in March; more dates available
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