Onward Deals | Travelzoo

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TOP 20 - Sells out quickly! $4830 Swiss rail journey for 2 incl. meals, reg. $7960

Private Selection Hotels & Tours • Lake Maggiore, Italy

From Alpine villages to lakeside towns, Switzerland has plenty of scenery to take in along the way. This self-guided rail journey takes Travelzoo members through Appenzell, across Lake Lucerne and south to Italian-speaking Ticino, with scenic train rides and local experiences built into the trip. With this Travelzoo-exclusive offer for two, take a 4-night journey for $2415 per person, saving over $3100 compared to the regular package price. The trip includes stays at 4- and 5-star hotels, daily breakfast, rail transportation, and several meals and experiences. Solo travelers can also book both itineraries. Want to stay longer? A 6-night option adds 2 nights in Lucerne and an excursion to Mount Pilatus.

March–October 2027

TOP 20 - Sells out quickly!
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TOP 20 - Sells out quickly! $1599 Italy: 7-city guided trip w/flights

Venice, Florence, Rome, Verona, Pisa, Siena, San Gimignano

Follow a local expert across 7 dreamy cities, with food and wine tastings throughout.

January–February 2027; spring and summer dates also on sale

TOP 20 - Sells out quickly!
Book now at
Wingbuddy

$2148 & up See Italy by train: 10 nights w/flights

Italy

This package allows you to visit Venice, Florence and Rome at your own pace and includes flights, transfers, trains, hotels, breakfasts and more.

Select dates through November 2027
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TOP 20 - Sells out quickly! 50% off Culinary experience in Italy's countryside

Umbria and Florence

We've negotiated 50% off this one-of-a-kind food-and-wine tour of Umbria and Tuscany.

October–November 2026; April–May 2027; other dates on sale

TOP 20 - Sells out quickly!
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Wingbuddy

$1648 & up Venice, Florence & Rome: 7 nights w/air

Rome, Florence, Venice

See three of Italy's greatest cities, including hotels, trains, flights, transfers and breakfasts.

Select dates through March 2027
Book now at
Travelodeal

$1199 & up Ischia 5-night vacation w/flights & ferry

Italy

Revel on Ischia's stunning beaches and enjoy its thermal spas over 5 nights for under $800. Daily breakfast is included.

May 2027; additional dates also on sale
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Wingbuddy

$2898 & up Italy from North to South: 10-nt. tour w/flights

Rome. Florence, Venice, Sorrento

Enjoy this slice of Italy—packed full of architecture, history, cuisine and free time to explore. Plus, a skip-the-line pass to the ruins of Pompeii.

Select dates through October 2027
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Edible Destinations by Epitourean

50% off Christmas Markets tour across Italy & Austria

Venice, Bolzano, Merano and Innsbruck

Discover the magic of the holiday season in the Dolomites region of Northern Italy, Venice and Austria on a 6-night guided tour.

November–December 2026; December 2027 on sale
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Wingbuddy

$2048 & up Weeklong guided Italy trip w/flights

Rome, Venice, Florence

Explore Rome, Florence and Venice on this seven-night trip, including some meals and an experienced, English-speaking guide.

Select dates through May 2027
$599 Discover Rome: 4 nights w/flights

Italy

At $599, this offer makes booking a trip to the Eternal City an easy call.

Select dates Dec. 2026.–Jan. 2027; more dates on sale
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Wingbuddy

$2648 & up Italy & Amalfi Coast: 10-night tour w/flights

Rome, Sorrento, Florence, Venice

Visit the ruins of Pompeii, wander the canals of Venice and explore Rome, Florence, Sorrento and more.

Select dates through May 2027
Book now at
TripToGo

$839 & up Rome 4-night trip w/flights & daily breakfast

Italy

See Rome's Colosseum and Vatican Museums over 4 nights. Explore ancient ruins, visit city squares and marvel at historic churches.

March 2027 & 2028; more dates on sale
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Tripmasters

$3299 & up Upscale Rome, Sorrento & Amalfi vacation w/air

Italy

Explore the Colosseum and cruise to the island of Capri on this weeklong getaway.

Select dates November 2026–October 2027
Book now at
TripToGo

$1999 & up Europe for 9 nights: visit 3 countries w/flights

France, Switzerland, Italy

Enjoy 4-star digs in three of Europe's most-beloved countries. Daily breakfast is included for this guided tour.

Oct.–Dec. 2027 & 2028; Jan.–April 2028; more dates on sale
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Tripmasters

$2599 & up Upscale 8-night Italy vacation w/air

Florence, Siena, La Spezia

Explore the Tuscan countryside, Cinque Terre, Monteriggioni and more with the help of a private driver.

Select dates November 2026–October 2027
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Yes Getaways

$1399 & up Visit ancient Athens & Rome this year

Italy, Greece

Spend 6 nights exploring the capitals of Greece and Italy. This trip covers flights, accommodations and transfers.

Best price January–March; more dates available
Book now at
Tripmasters

$1079 & up Rome, Florence & Venice: 7 nights incl. flights

Italy

This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.

Select dates November 2026–October 2027
Book now at
Globus

Save $500 Italy 10-night guided tour

Rome, Venice, Assisi, Capri

This fully guided tour pairs Italy's iconic trio with the idyllic island of Capri.

August 2027; other dates on sale
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Tripmasters

$3889 & up Upscale Rome, Florence & Venice trip w/flights

Italy

This posh vacation visits three of Italy's most iconic and historic cities over 12 nights.

Select dates November 2026–October 2027
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Yes Getaways

$1549 & up Spend a week in Southern Italy (flights included)

Naples, Castellammare di Stabia

This package comes with a tour of Pompeii and a pizza and tiramisu cooking class.

November–December; more dates on sale
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Tripmasters

$1489 & 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.

Select dates November 2026–October 2027
Book now at
TripToGo

$1499 & up Europe for 12 nights: explore 3 cities w/flights

Rome, Zurich, Paris

With savings starting at $1180, these gems of Western Europe have never been more accessible. Daily breakfast is included.

Select dates Oct.–Dec. 2027 & 2028; Jan.–Feb. 2028
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Tripmasters

$1039 & 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, which includes flight between the two cities.

Select dates November 2026–October2027
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Travoluxury

$2999 & up All over Italy in luxury incl. flights & trains

Rome, Florence, Venice

Roman ruins, Venetian canals and Florentine artwork are all included—so are flights, luxe hotels, luggage and trains.

December; additional dates also on sale
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Tripmasters

$2169 & up Florence & Tuscany vacation with flights

Italy

Spend a week exploring the cultural and historical epicenter of Tuscany, and of course sample some Tuscan cheese and wine.

Select dates November 2026–October 2027
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Travelodeal

$2159 & up Mediterranean cruise incl. Italy, France & Spain

Barcelona, Gibraltar, Marseille, Genoa, Florence, Rome

Enjoy an overnight stay in Barcelona, then sail out on the Sun Princess for nine nights in 2027. Port stops include Gibraltar, Marseille and more.

May 2028; other dates are also on sale
Book now at
Tripmasters

$1539 & up Uncover Rome: 8-night vacation with flights

Italy

Get to know The Eternal City intimately with customizable tours, including day trips to Pompeii and the Amalfi Coast.

Select dates November 2026–October 2027
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Travelodeal

$1599 & up Sicily & Malta vacation w/flights & car

Italy & Malta

Discover Sicily and Malta, where dramatic coastlines and rich heritage await. Flights, hotels, a Sicily rental car and daily breakfast are included.

November–December; other dates are also on sale
Book now at
Tripmasters

$1629 & up Northern Italy 8-night trip incl. Lake Como & air

Milan, Lake Como, Lake Garda, Verona, Bellagio

Spend a week exploring fashionable Milan with different tours and day trips to nearby Lake Como and Lake Garda.

Select dates November 2026–October 2027
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Yes Getaways

$1399 & up Rome & Paris at your leisure

Italy, France

Spend 6 nights exploring these two iconic European capitals. Includes flights and accommodations.

January–March; more dates on sale
Book now at
Tripmasters

$1129 & up 9-night, 4-city Italy vacation incl. flights

Italy

This fully customizable deal includes hotels, taxes, and train travel throughout. See the gondolas in Venice, monuments of Rome and art in Florence.

Select dates November 2026–October 2027
Book now at
Platinum Holidays

$3499 & up Cairo & Rome ancient cities tour

Egypt & Italy

Explore two different but equally historic cities on a 10-night guided trip.

Select dates in 2027
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Tripmasters

$1289 & up Best of Italy: 8-nights, 4-cities w/flights

Venice, Florence, Rome, Sorrento

See Venice, Florence, Rome and Sorrento on this customizable vacation across Italy.

Select dates November 2026–October 2027
Book now at
Travelodeal

$1399 & up Milan & Lake Garda trip w/flights and cruise

Italy

Northern Italy’s culture and lakeside beauty will be explored on this self-drive vacation. Flights, car, a scenic Sirmione cruise & more are included.

February–March 2027; other dates are also on sale
Book now at
Tripmasters

$1279 & up 9 nights in London, Paris & Rome w/air

United Kingdom, France, Italy

This multi-city vacation includes a high-speed train journey between London and Paris.

Select dates November 2026–October 2027
Book now at
Travelodeal

$1969 & up Rome & Ischia weeklong trip incl. flights & ferry

Italy

Discover Rome’s ancient landmarks before relaxing on Ischia’s beaches and thermal springs with scenic seaviews. Daily breakfast is included.

April 2027; additional dates also on sale
Book now at
Tripmasters

$1169 & up 8-nights in Paris, Venice & Rome with flights

France, Italy

From the romantic streets of Paris to the Venice canals, enjoy an unforgettable vacation across two countries.

Select dates November 2026–October 2027
Book now at
TripToGo

$3399 & up Europe 3-country guided tour: 2 weeks w/flights

Paris, Reims, Strasbourg, Colmar, Montreux, Zermatt, Milan, Venice, Florence, Rome

This European adventure packs in the very best of each country—all in one trip. Daily breakfast is included.

Sept.–Nov. 2027 & 2028; March–May 2028; more dates on sale
Book now at
Tripmasters

$1049 & up Rome to Athens: 6-night trip w/air

Italy, Greece

Enjoy the stunning architecture, history and culture of two iconic European cities.

Select dates November 2026–October 2027
$1299 & up Epic vacations around the world

Peru, Ireland, Italy, Portugal, Japan and more

We sourced some of the most popular deals across four continents, which include guided tours, excursions, flights, transfers and more.

Departures available into 2027
Book now at
Tripmasters

$909 & up Rome & Florence vacation w/flights

Italy

Explore the "Eternal City" before catching a train to Florence with this flexible package.

Select dates November 2026–October 2027
Book now at
Tripmasters

$999 & up Barcelona & Rome: 9 night vacation incl. flights

Europe

We love that this package includes your hotel stays & taxes and is fully customizable.

Select dates November 2026–October 2027
Book now at
Tripmasters

$1239 & up France & Italy for 10 nights w/flights

Paris, Venice, Florence, Rome

Travel from the Eiffel Tower to the Colosseum in days, with intra-vacation flights included.

Select dates November 2026– October 2027
Book now at
Tripmasters

$1329 & up 9-night London, Paris & Rome vacation incl. air

Europe

See famous sites like Big Ben, the Eiffel Tower and the Colosseum on this fully customizable trip.

Select dates November 2026–October 2027
Book now at
Tripmasters

$1269 & 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.

Select dates November 2026–October 2027

TOP 20 - Sells out quickly! $4830 Swiss rail journey for 2 incl. meals, reg. $7960

Private Selection Hotels & Tours • Lake Maggiore, Italy

March–October 2027

TOP 20 - Sells out quickly! $1599 Italy: 7-city guided trip w/flights

Venice, Florence, Rome, Verona, Pisa, Siena, San Gimignano

January–February 2027; spring and summer dates also on sale

Wingbuddy

$2148 & up See Italy by train: 10 nights w/flights

Italy

Select dates through November 2027

TOP 20 - Sells out quickly! 50% off Culinary experience in Italy's countryside

Umbria and Florence

October–November 2026; April–May 2027; other dates on sale

Wingbuddy

$1648 & up Venice, Florence & Rome: 7 nights w/air

Rome, Florence, Venice

Select dates through March 2027

Travelodeal

$1199 & up Ischia 5-night vacation w/flights & ferry

Italy

May 2027; additional dates also on sale

Wingbuddy

$2898 & up Italy from North to South: 10-nt. tour w/flights

Rome. Florence, Venice, Sorrento

Select dates through October 2027

Edible Destinations by Epitourean

50% off Christmas Markets tour across Italy & Austria

Venice, Bolzano, Merano and Innsbruck

November–December 2026; December 2027 on sale

Wingbuddy

$2048 & up Weeklong guided Italy trip w/flights

Rome, Venice, Florence

Select dates through May 2027

$599 Discover Rome: 4 nights w/flights

Italy

Select dates Dec. 2026.–Jan. 2027; more dates on sale

Wingbuddy

$2648 & up Italy & Amalfi Coast: 10-night tour w/flights

Rome, Sorrento, Florence, Venice

Select dates through May 2027

TripToGo

$839 & up Rome 4-night trip w/flights & daily breakfast

Italy

March 2027 & 2028; more dates on sale

Tripmasters

$3299 & up Upscale Rome, Sorrento & Amalfi vacation w/air

Italy

Select dates November 2026–October 2027

TripToGo

$1999 & up Europe for 9 nights: visit 3 countries w/flights

France, Switzerland, Italy

Oct.–Dec. 2027 & 2028; Jan.–April 2028; more dates on sale

Tripmasters

$2599 & up Upscale 8-night Italy vacation w/air

Florence, Siena, La Spezia

Select dates November 2026–October 2027

Yes Getaways

$1399 & up Visit ancient Athens & Rome this year

Italy, Greece

Best price January–March; more dates available

Tripmasters

$1079 & up Rome, Florence & Venice: 7 nights incl. flights

Italy

Select dates November 2026–October 2027

Globus

Save $500 Italy 10-night guided tour

Rome, Venice, Assisi, Capri

August 2027; other dates on sale

Tripmasters

$3889 & up Upscale Rome, Florence & Venice trip w/flights

Italy

Select dates November 2026–October 2027

Yes Getaways

$1549 & up Spend a week in Southern Italy (flights included)

Naples, Castellammare di Stabia

November–December; more dates on sale

Tripmasters

$1489 & up Venice, Florence, Rome & Amalfi Coast trip w/air

Italy

Select dates November 2026–October 2027