Traveling to Rome in May 2026? We offer 400+ tours, trips and vacation packages to Rome in May 2026. Our Rome in May 2026 tour packages and trips have 7520+ customer reviews. All the Rome May 2026 tour packages and trips are carried out by hand-picked, qualified local and international Rome tour operators.
Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
The tring-tring of bicycles sounds the start of your European Whirl. Kick back on the canals of Amsterdam and Venice, in the quiet lakeside beauty of Lucerne and among the Tuscan hills near Florence, with flavors of Italian Chianti setting the tone for an unforgettable trip.
I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all by high-speed train. The pace worked perfectly for me (I’m 58), with fresh city arrivals each morning and comfortable hotels each night
The highlights: a hop-on hop-off loop in Rome hit the Colosseum, Pantheon, Trevi Fountain , an optional wine tasting tour that I booked in Florence and Venice’s gondola ride. Everything flowed perfectly well..no dragging suitcases or missed trains.
For travelers in our age bracket, this tour blends comfort, culture, and hassle-free travel. If you want Italy’s treasures without the planning headache, this rail tour delivers in a big way.
City sightseeingTrain tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Three of us girlfriends decided it was time for an Italian cultural recharge, and we picked the rail tour to hit the highlights with ease.
We explored Rome and saw the Coloseum as we opted for an optional tour. Florence was also beautiful.
Venice was pure magic. Our shared gondola ride under the Bridge of Sighs (with just six in the gondola) felt cozy and unforgettable . We spent afternoons discovering boutique shops and colorful squares.
For us, this tour struck the perfect balance. Relaxed evenings with wine and laughter. The train travel was a breeze, everything was well-coordinated.
Train toursSightseeing Tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Our family of 5 adults recently went to Italy on a 9 day trip to Venice, Rome and Sorrento(Amalfi Coast) with private tours, fast train travel, door to door drivers, and great accommodations; which was all set up by Michael.
Michael was very responsive to my communications, very helpful with trip suggestions to make the trip better, and just overall a great travel planner! I was nervous at first, because I have never completely booked a vacation online without ever meeting the travel planner, but it all worked out great!
We were completely happy with everything about our trip, and will definitely reach out to Michael again when we travel to Italy! There were a couple of small issues that arose over the duration of the trip, but they were handled quickly and without further problem to us. So all was good.
Our private tour guides in Rome, Ornella; and Roberta in Pompeii were incredible. Our Venice tour guide, Cynthia, was awesome too, she did a great job! We did a full day 8 hr tour in Rome of the Colosseum and Vatican, and I would recommend splitting that to two half days if you have the time. It was awesome, but a bit much for one day!! Also, we had a full day Amalfi Coast tour by van, with great driver Antonio, which was supposed to go to Positano, Amalfi, & Ravello, but because the traffic is so bad on the roads, there wasn't time to make it to Ravello. So, I recommend either going by boat, which we hear is faster, or allow more time if you want to see all three villages.
Again, a great trip for the memory books! Thank you MIchael and all of the local operators who worked to make our trip such a success!!
Italy by rail offers a journey of timeless allure. On this 14-day adventure from Venice to Sorrento, with stops in Rome, Florence, and the Amalfi Coast, travelers experience the country’s iconic sights through a blend of city sightseeing and coastal exploration. The tour is tailored for those who appreciate a moderate pace, combining the freedom of train travel with guided discovery.
Wander Venice’s romantic canals, browse Bologna’s bustling food markets, and marvel at Florence’s architectural masterpieces. Two full days in Rome allow deep dives into the Colosseum and Roman Forum. The sun-drenched Sorrento Peninsula awaits, with optional excursions to Capri and walks along the scenic Path of the Lemons. Pompeii’s legendary ruins and the dramatic silhouette of Mount Vesuvius complete the experience.
This trip’s unique selling point is its seamless integration of Italy’s urban grandeur and coastal serenity—all connected by the comfort and efficiency of rail travel. It’s a tour package designed for those who want to see it all, at just the right pace.
City sightseeing
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Pressed for time but eager to soak up the Amalfi Coast’s best? The Naples Express & Sorrento - Small-Group Tour is a 4-day sightseeing adventure perfect for families and travelers of all ages. Start in Rome and journey to Naples, where you’ll step back in time at the ruins of Pompeii. Set sail for a day trip to Capri’s idyllic shores, then relax in the charming town of Sorrento, with plenty of free time to explore at your own pace.
The tour includes accommodation, transport, and guided sightseeing, ensuring comfort and ease throughout. The unique selling point? A thoughtfully curated itinerary that captures southern Italy’s must-see highlights in just four days—ideal for travelers who want a rich Italian experience without the rush.
Sightseeing Tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Italy’s allure awaits on the "Highlights of Italy" tour, a captivating 8-day journey from Venice to Rome. Designed to balance iconic sightseeing with independent exploration, this trip lets you glide through Venice’s winding canals, hike the dramatic trails of Cinque Terre, and lose yourself in Florence’s Renaissance wonders before savoring the lively piazzas of Rome. With plenty of free time, you’ll have the freedom to immerse yourself in local culture and cuisine. The unique selling point: a thoughtfully paced tour package that lets you discover Italy’s legendary highlights your way, perfect for those who want both structure and spontaneity.
City sightseeing
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Picture yourself gliding along Italy’s iconic coastline, savoring the romance and charm of Naples, Pompeii, Sorrento, and Capri—all in just five days. The "Southern Pearls (on Request)" tour invites seniors to enjoy a relaxed, self-guided art and architecture trip that begins and ends in Rome. With handpicked accommodations and transport taken care of, the focus remains on leisurely exploration.
The first half of the journey immerses travelers in history and grandeur, from the ruins of Pompeii to the bustling energy of Naples. In Sorrento and Capri, take your time to soak up mesmerizing coastal vistas. The latter part of the tour lets you unwind in Positano, offering the freedom to lounge at your hotel, wander through picturesque streets, or swim in the Mediterranean’s inviting waters.
The standout feature of this tour package is its flexibility—allowing mature travelers to craft their own pace while enjoying the best of Italy’s southern gems. Whether you’re seeking cultural richness or seaside relaxation, this trip promises a harmonious blend of both.
