Italy Tours & Trips 2020
Filter to find perfect
DEPARTURE DATES
Style
Style
Small Group Tour Small groups are usually defined as between 10 and 24 travelers, often less. If you're the kind of person who enjoys more intimate experiences and personal service this is a good choice. All else being equal you will pay a premium for this style vs a larger group tour.
Private Guided Private tours give you the undivided attention of a guide, and often involve special access to sites and unique experiences not available to larger groups. This is a great option for families, couples, and small friend groups. Expect to pay a bit more for the extra service.
Self Guided Tour A travel company plans your itinerary and arranges all the logistics including lodging, local activities, and transportantion. You have the flexibility of a solo trip while still getting the convience and time savings of expert planning. Get 90% of the benefits of a tour, without a guide.
Group Tour Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
River Cruise These vessels are smaller than most ocean cruisers, limiting which amenties are available. Passenger counts can vary. One of the biggest advantages of a river cruise is the ability to dock at smaller ports and local villages.
Small Ship Cruise Small ship cruises usually have a max passenger count of 500. The primary purpose of these trips is to spend time off the vessel in local ports (e.g. Mediterranean) or experiencing nature (e.g Galapagos or Antarctica). Cabins can vary from budget to luxury.
Large Ship Cruise This is the "floating city" experience, with multiple ways to enjoy your vacation aboard the ship as much as on land. Ships are multiple floors, provide several activities, culinary, and shopping options. They often make fewer stops and have less time available for shore excursions.
Retreats Similar to a self guided tour but staying in one location only with activities and day outings included as a part of the stay.
Price
Duration Dropdown
Travelers Age
Lodging Level
Lodging Level
Camping Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Basic - 2 star You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Value - 3 star Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Premium - 4 star 3 to 4 star western hotel equivalents. While not all lodging will be 'luxury' they will be quite comfortable by western standards.
Luxury - 5 star The highest level of comfort and service. All accomodations are in four or five star hotels, boutique lodges or high-end homestays.
Physical Level
Physical Level
Very Easy Minimal walking - motor vehicles available for all major parts of trip.
Easy Normal generally flat walking in urban or suburban environments.
Moderate Walking or physical activity half to most of day - no carrying equipment.
Strenuous All or most of day hiking or biking, hills included.
Extreme Very challenging all day hiking and backpacking carrying significant equipment.
Theme
Attractions & Cities Visited
Activities & Interests
Travel Style
Travel Style
Flexible schedule A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers.
Full schedule For those looking to maximize their sight seeing time. You thrive on a packed day’s schedule from 8 am to 6pm, with some (but limited) free time. Most activities and meals included.
Balanced schedule You will have solid amounts of both free time and structured time with some activities and meals included.
Flight & Transport Inclusions
Solo Friendly
Solo Friendly
Good for Singles Trips that specifically cater to travelers looking to meet other singles.
No Single Supplement Trips where single supplement is usually not required for solo travelers.
Supplier (Company)
Countries Visited
Continents Visited
Rivers & Seas Visitied
Stride Gives Back Stride Gives Back This trip visits a destination impacted by climate change. When you opt in to the Travelstride Gives Back program, we will donate 10% of our net revenue to organizations that help mitigate climate change in these destinations and across the globe. Learn more
Amalfi Coast Sailing Adventure

- Get away from the bustle of mainstream tourism in the pastel bay of Procida. This is a great way to start your trip, as this place exudes relaxation
- Fresh honey, olives, rabbit stew, snails and sea urchin – these are just some of the local delicacies offered within Ischia
- Buried in ashes, visit the Roman city of Pompeii or peak inside the steaming crater of the volcano that once destroyed it
- Explore the serene countryside of the Amalfi Coast, passing through flourishing vineyards and olive groves
- Spend your nights aboard a yacht, with the soothing sounds of waves nursing you to sleep. There will also be a great communal sea-spirit among your travel group
- Row into the glowing caves of Capri’s Grotta Azzura and swim in the clear waters nearby
Bella Italia Escape
The Best of Italy
- Rome : Welcome and farewell dinners at a local restaurant; guided sightseeing, visit the Vatican Museums and Sistine Chapel, St. Peter’s Square and Basilica, and the Colosseum
- Orvieto : Visit the cathedral
- Florence : Guided walking tour, visit Michelangelo’s David, and Signoria Square
- Pisa : Marvel at the legendary Leaning Tower
- Venice : Private boat rides; private water taxi ride by night; guided walking tour, visit St. Mark’s Square and Basilica, Doges’ Palace and the Bridge of Sighs; glassblower demonstration
- Assisi : Guided sightseeing, visit St. Clare’s Church and St. Francis’ Basilica
- Pompeii : Guided walking tour of the excavations
- Naples–capri–sorrento: By jetfoil
- Capri: Funicular ride; guided sightseeing, Capri experience
- On this Best of Italy tour, visit some of Italy’s most popular cities, including Rome, Florence, Venice, Pisa, Capri, and Assisi
- Visit the must-see sights, including St
A Taste of Italy: 8 Days
- Gaze upon the Vatican Museums, St. Peter's Basilica and the Sistine Chapel with Skip-the-Line tickets
- Explore the medieval cities of Assisi, Siena Bologna and Padua
- Venture around beautiful Florence, the “Cradle of Renaissance”
- Have lunch in Piazza Santa Croce, in the heart of Florence
- Discover the romantic and floating city of Venice with Skip-the-Line tickets
- Indulge in a traditional Tuscan lunch in Montepulciano
South & Sicily
- Visit the Royal Palace which General George Patton into headquarters in 1943.
- See the Selinunte, renowned for the majestic remnants of its temples and acropolis.
- Visit the famous Valley of the Temples, a Unesco world heritage site which holds some of the greatest Greek ruins in the world.
- See proof that the Romans invented it centuries ago
- See the Blue Grotto, one of the most beautiful and unique sights in Italy
- Visit the birthplace of the Roman Empire.
- Visit the Angelo, the Roman Forum, Largo Argentina, the Jewish
Walking at Lake Como

Highlights of Sicily & Southern Italy
- Rome : Welcome dinner at a local restaurant
- Castel gandolfo: Guided visit of the Papal Palace and the Barberini Gardens
- Sorrento–capri : By jetfoil
- Capri: Guided visit of Capri village, including a funicular ride
- Pompeii : Guided walking tour of the excavations
- Naples : Guided visit; pizza tasting
- Bari: Guided walking tour
- Lecce: Guided walking tour; taste pasticciotto with almond-flavored iced coffee
- Alberobello: Guided walking tour; visit a trullo
- Matera: Panoramic view of the Sassi houses
- Scilla: Picture stop
- Reggio calabria: Guided visit of the Bronzi di Riace museum
- Strait of messina: Ferry crossing
- Taormina: Visit the ancient Greek Theater; dinner at a local restaurant
- Agrigento: Guided walking tour of the Valley of Temples
- Palermo: Guided sightseeing, visit the cathedral, and the Norman cathedral in Monreale; farewell dinner at a local restaurant
- Spectacular scenery combined with fascinating architectural remains and ancient history—all of this awaits you on this fabulous “off the beaten path” vacation through Southern Italy and Sicily
- If you’re interested in Roman history, this tour is certainly for you
Italian Lakes: Hike, Bike & Kayak

- Spend your time immersing yourself into the tranquil lifestyle of Lake Como and Garda – admiring the views, getting active by the lake, and indulging in regional food and wine.
- Explore the beautiful villages, estates and gardens dotted around Lake Como, meandering the lake by ferry. Feel the fanciful vibe on the grounds of Bellagio's grand Villa Melzi, then see the shore from a kayak.
- Leave your bags at Milan’s central station and explore the wonders and urban history of this magical city while in transit between Como and Garda.
- Consider the option of taking a cable car up Monte Baldo – with varying degrees of mountain hikes available, or just to sit at the mountaintop restaurant for lunch, this experience gets you sky high above Garda.
- Have plenty of free time lakeside in Garda, perhaps taking up one of the water sports on offer or visiting nearby wineries in the Bardolino region.
Italy Real Food Adventure

- Italy is a foodie's paradise, but as a visitor it can be hard to escape the tourist traps. Your local leaders will give you an insider's guide to this epicurean wonderland
- This trip takes in some of the titans of regional Italian cuisine – Rome (Lazio region), Tuscany, Emilia Romagna and the Veneto
- Tasting the real balsamic vinegar in an acetaia (vinegar loft) is a revelation – it'll be hard to go back to the mass-produced version after this
- A farmstay in Tuscany gives you an insider's glimpse of wine and olive production in this iconic region
- Had too much of the good life? Shake things up by walking part of the pilgrim's route, the glorious Via Francigena
- With hands-on cooking classes led by local masters, you'll learn to roll pasta like a pro, and prepare an authentic tagliatelle al ragu in the city where it all started
Italy Family Holiday

- History class has never been this immersive. Explore the town frozen in time with a day and night in Pompeii, including a short hike to the summit of the volcanic Mt Vesuvius.
- Italy is the perfect place for a family holiday. The famously laid-back atmosphere of sun-drenched southern coast is the perfect place to relax and spend some quality time together.
- Learn the art of southern Italian pizza at a family-run agriturismo, then enjoy a glass of wine while the kids explore the farm full of friendly wild-rabbits.
- Cruise across the Bay of Naples to Capri – a holiday destination favoured by the Roman emperors. With its glistening grottoes and little white houses with flower-filled gardens, it’s easy to see why.
- Let your expert leader take the hassle out of family travel as they guide you through the history and highlights of Italy, so relax and hand over the responsibility – you deserve it.
Italian Treasures
- Rome : Welcome and farewell dinners at a local restaurant; guided sightseeing, visit the Vatican Museums and Sistine Chapel, St. Peter’s Square and Basilica, and the Colosseum
- Lucca: Orientation
- Cinque terre : By boat (weather permitting) with a Local Guide, and train
- Pisa: Marvel at the legendary Leaning Tower
- Siena : Walking tour including Piazza del Campo
- San gimignano : OrientationVERRAZZANO CASTLE
- Florence : Guided walking tour, visit Michelangelo’s David and Signoria Square
- Verona : Walking tour including Juliet’s balcony and the Arena
- Venice island: Private boat ride; guided walking tour, visit St. Mark’s Square and Basilica, Doges’ Palace and the Bridge of Sighs; glassblower demonstration
- Ravenna : Visit St. Apollinaris in Classe Basilica
- Assisi : Guided walking tour, visit St. Clare’s Church and St. Francis’ Basilica
- Orvieto : Taste local pastries in historic Caffè Montanucci; visit the cathedral
- When you think of the ideal vacation to Italy, what comes to mind? Savoring the regional cuisine and sampling the local wine? Visiting the historical sites from the Roman Empire? Maybe it’s seeing the architectural treasures, splendid art, and ornate churches with their religious artifacts
- If so, all this and more are offered on this amazing Italy tour—with overnights in Rome, Lucca, Florence, Venice Island, and Assisi
Artistic Italy
- 3 hrs guided walking tour in Rome
- Assisi: View of the Churches of St Francis and St. Claire
- Siena: View of Piazza del Campo and the Municipal Palace
- Florence: Visit of the most important monuments (exterior)
- Padua: See The Basilica & Donatello's masterpiece, the Gattamelata
- Venice: Visit the famous Square of St Mark, Doge's Palace and the Bridge of Sighs (exterior), and Murano Island
Impressions of Italy
- Explore Saint Mark’s Basilica and the Doge’s Palace in Venice
- Enjoy a boat ride through the canals of Venice with your own private gondolier
- Experience the birthplace of the Renaissance with a private tour of Florence
- Marvel at the history of art at the Uffizi Gallery
- Shop for fashion at famous, high-end retailers
- Meander through the magnificently sculpted Boboli Gardens
- Stroll across the Ponte Vecchio, and shop its many jewelery boutiques
- Enjoy the Tuscan sun while relaxing at the Castello Banfi wine estate
- Discover Michelangelo’s masterpiece in the Sistine Chapel
- Relive history by viewing ancient ruins in Rome, including the truly impressive Coliseum
Highlights of Italy in Winter

- This winter trip is a great way to see the highlights of Italy without any of the crowds.
- Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more. This is a city where you'll be able to tick a lot off your bucket list.
- The floating city of Venice is one place you’ll be happy to get lost in. The city's maze of alleyways, canals and lagoon islands lead to over 130 churches, all with their own distinct character.
- Learn to make the king of comfort food – pasta – by hand in Bologna.
Spiritual Highlights of Italy - Faith-Based Travel
In order to see Travelstride Select deals you must sign in. We’ve negotiated with many of the world’s best travel companies to save you money! Get the best experiences, save up to $700 per person, and be a hero to your travel companions!
We respect your privacy and take great care to protect your information. By joining you agree to our Privacy Policy and Terms of Use.
With FREE membership you:
- Save up to $700 per person!*
- Access private deals and offers
- See personalized trip recommendations
- Save favorite trips
Top Italy Attractions & Experiences
Top Italy Experiences
Taking a gondola ride through the famous Venice canals
Experiencing Italy’s world famous cuisine
Taking a walking tour through the modern city of Naples
Visiting the historic city of Florence and gazing upon renowned art pieces
Wandering the ruins of the Roman Forum, where an empire was overseen two millennia ago
Touring Vatican City and the Sistine Chapel, as well as St. Peter’s Basilica - the world’s largest cathedral (in the world’s smallest state)
Visiting the ancient ruins of Pompeii near Naples
Taking a boat trip on the Po River
Drinking in the views from atop the cliffside city of Taormina in Sicily, including the Straits of Messina and volcanic Mt. Etna in the distance
Enjoying a picnic and wine tasting in Tuscany, one of the most beautiful regions in all of Italy
Snorkeling in the blue waters of the Mediterranean Sea in Sicily.
7,377 Italy Tour Reviews - Summary 94% Recommend
All Italy tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 4.6 for all Italy trips.
895 trips from 248 tour companies with 7,377 reviews
More Italy Guided Tours
Now you can find, compare, and share trips from 1,000+ operators and expert trip planners. Unlike most travel agencies and websites that only show options from large companies that pay big commissions, we show you all the options we can gather, and we’re adding more all the time. We want you to have all the available information to find your perfect trip, no matter who it’s with. Whether you’re looking for a short weekend getaway or a multi-country expedition, you can find it on Travelstride. About us.




...to foster a community connecting travelers to wonderful places, people, & experiences. Learn more.
Got itClick to send a new magic link to your inbox.
Welcome back!
By signing in, you agree to our Privacy Policy and Terms of Use
- Bookmark trips you like
- Share with your travel companions
- Track price changes
- Access private discounts on trips you save
TripFinder is a member-only feature. Dont worry, its free!
With a membership you:
- Save up to $700 per person!*
- Access private deals and offers
- See personalized trip recommendations
- Save favorite trips
Just use the email address and password provided in the email we sent.
With your free membership you:
- Save up to $700 per person!*
- Access private deals and offers
- See personalized trip recommendations
- Save favorite trips
By signing in, you agree to our Privacy Policy and Terms of Use
Your travel guide dog
I’m on it!