It’s hard to imagine a country much more culturally rich than Italy. From its fascinating history to its incredible art and beautiful buildings, Italy has plenty to hold anyone’s interest. There are the beautiful rolling hills of Tuscany and Umbria, the incredible coastlines, the Mediterranean islands, the mountains in the north, and the gorgeous lake district. And, of course, some of the world’s best food and wine.
You’re not going to see everything in Italy in a single trip. You’re not going to see everything in Italy in several trips. Pick a theme or a region and go from there.
Regions
Itineraries
Florence
Length: 3+ daysTransportation: TrainDay 1 - FlorenceWalking tourSelf guided - Rick Steves Renaissance Walk or free downloadable audio tourGuided - Artviva, Florencetoan, Florentia…
Sicily in Two Weeks
Most tourists skip Sicily, instead heading to Rome, Florence, and the Amalfi Coast. But Sicily offers stunning and impressive antiquities, unique and delicious food, friendly people, turquoise water…
Eat & Drink
Bricco & Bacco
Hands-down one of the best meals we’ve had while traveling, this beautiful restaurant serves some of the best meat you’ll ever have, thanks to its direct relationships with the butchers who supply it. Avoid being tempted by the main courses on the menu and skip straight to the meat cuts priced by the kilogram at the back.
Osteria Rosso Divino
This cozy restaurant nestled into a small square in Taormina served one of the best meals we’ve ever had, in every way. The vegetables were excellent, the truffle pasta was outstanding, and the fresh fish was amazing.
Bam Bar
Quite possibly the best granita in the world. Flavors rotate daily. The fresh fruit flavors are amazing, as are the chocolate and coffee flavorts. Hours Tuesday-Sunday: 7am – 11pm; closed Monday.
Borderi Gli Artisti
The best option for Sicilian street food in Syracuse. Get a sandwich, or a plate of bread, cheese, and charcuterie, and enjoy it in the outdoor seating that abuts Syracuse’s bustling street market.
Al Grappolo D’uva
A charming wine bar in the heart of old Taormina, Al Grappolo D’uva serves up delicious local wines showcasing Etna’s unique terroir in a charming setting with a neat outdoor seating area.
Caffè Costanzo
Most authorities agree that the debate over the best gelato on Sicily is between Caffè Costanzo and Caffè Sicilia, which is right around the corner. We really like Caffè Costanzo, though we didn’t get a chance to try Sicilia. We highly recommend the almond granita.
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Caffe Sicilia
This is Noto’s most famous gelato place. It’s a 124-year old cafe with a fourth-generation owner who serves the best almond-milk granitas you will ever try. Do yourself a favor and get the cappuccino ghiacciato, which is iced coffee with the almond milk granita.
Nangalarruni
Rumored to have the best food in Castelbuono, this cozy restaurant serves up delectable traditional Sicilian food and wine.
Sikaru’ Beerstro
Sicily has a nascent craft brewing scene, but you wouldn’t necessarily know it from the number of places that offer local beers (especially on draft). Sikaru’ Beerstro is an exception. It offers a number of local craft brews on tap as well as a number of bottles. It’s got a nice vibe, and the bartenders are friendly and helpful.
Regina Lucia
This is an excellent restaurant located in Syracuse’s most beautiful square, Piazza Duomo. Dine with some of the prettiest views in all of Italy, especially as the sky darkens and the monuments light up. Opt for the local fish, orata or merluzzo, and enjoy the ever changing menu.
Gelatomania
An excellent spot for dessert in Taormina and one of our favorite gelato spots on Sicily. The gelato is delicious, and Gelatomania offers an impressible wide selection of flavors.
Hotel Villa Ducale Ristorante
Serving delicious food in an incredible setting on the cliffs high above Taormina, the restaurant at the Hotel Villa Ducale is a great option for dinner during your time in Taormina.
Pizzeria Schiticchio
Delicious pizza, as well as a decent selection of Sicilian craft beer and wine, on Ortigia’s charming Via Cavour.
Le Vin de l’Assassin Bistrot
A charming restaurant in Sicily’s Ortigia neighborhood that fuses French and Sicilian cuisines. We loved the fish and meat dishes, as well as the salads and the wine. There’s a nice outdoor seating area in alley next to the restaurant.
Naselli
A bar and gelateria, Naselli offers outdoor seating in the heart of Castelbuono’s main square.
Gelateria Fiordilatte
Neat spot across from the Cathedral of Syracuse offering delicious creamy gelato; this is our favorite gelato place in Syracuse. The seating spills out onto the Piazza Duomo, so it’s a great place to nurse your dessert while people watching or enjoying the beautiful buildings surrounding the square.
Casamatta
A cozy wine bar in Taormina offering a small selection of local wines.
La Lanterna
La Lanterna has a wonderful selection of locally sourced meats, cheese, and mushrooms. They have a wide selection of antipasta that you should fully enjoy.
Barrel 44
Barrel 44 is a neat beer bar in the heart of Palermo. It offers a large selection of bottles, including several interesting local craft brews. The atmosphere is pleasant, and there’s a small outdoor seating area.
Sicily – Pizzeria & Lounge Bar
Good pizza and a wide selection of Sicilian wines.
Antica Porta Terra
A nice spot for lunch or dinner on Cefalù’s bustling Piazza Giuseppe Garibaldi and conveniently located near the end of the hike to Rocca di Cefalu. We had salads and pizzas, all of which were great.
Il Cucchiaino
A great option for gelato in Syracuse, with more flavors than most other Sicilian gelaterias; also has great granita (though we don’t like it quite as much as Gelateria Fiordilatte).
Cappadonia Gelati
The best gelato in Palermo. Well worth a stop (or two) when you’re in town.
I Segreti del Chiostro
A fantastic bakery located on the cloisters of Chiesa di Santa Caterina d’Alessandria. Make sure to stop by here and try one of their fantastic, incredibly fresh cannolis.
Pizzeria Villa Zuccaro
Good spot for pizza and salads accompanied by a substantial wine list.
Il Maestro del Brodo
This place, a historic trattoria in Palermo, is popular with locals. They have excellent seafood options, though also great Italian classics. Definitely try their caponata and stuffed sardines. Closed Monday.
Kioskito Bistrot
A nice spot on the water in Cefalu for drinks and snacks.
Milan Restaurant Scene
Drinks Restaurants
Venice Restaurant Scene
Drinks (with snacks): Vino Vero Riva Lounge at Gritti Palace Bar 5000 El Sbarlefo San Pantalon La Cantina Alla Vedova Bar All’Arco Estro – Vino e Cucina Caffe Florian Gran Caffe Laverna Gran Caffe Quadri Eating: Al Covo Antiche Carampane Osteria al Portego Osteria da Alberto Osteria Alle Testiere CoVino Paradiso Perduto San Giorgio Cafè […]
Rome Restaurants
Rome has both incredible food and incredibly overpriced and over-touristed options. We highly recommend planning ahead in this city. Be wary of mark ups and bill errors, especially near the top tourist sites. Not all pasta or pizza is created equal. With a little planning you can get a truly incredible meal in this city […]
Marina Cafe
Ortigia’s waterfront is chock full of cookie cutter bars blaring music and offering overpriced drinks, but Marina Cafe is one of the better options if you want a mellower atmosphere. The drinks still may be a little pricey, but its outdoor seating is comfy and offers a pleasant spot to sip a cocktail and take in the sights.
Florence Restaurant Scene
Gelato: Gelateria dei Neri Mercato Centrale Gelateria della Passera La Strega Nocciola Gelateria Perchè No Il Procopio Gelateria La Carraia My Sugar Carapina Gelateria Pasticceria Badiani Gelateria de’ Medici I Gelati del Bondi Vivoli Drinks: Enoteca Pitti Gola e Cantina Casa del Vino Le Volpi e l’Uva Il Santino Archea Brewery Diorama Love Craft Locale […]
See
Villa Romana del Casale
This Roman villa is one of the most remarkable, awe inspiring, and unexpected archaeological sites we’ve ever visited. The building itself is impressive enough, but the real attraction is the 60 mosaic floors that are stunningly well-preserved.
Valley of the Temples
The Greek settlement of Agrigento once boasted a series of impressive temples along its southern wall. Today only four remain, and they exist in varying states of ruin.
Museo Archeologico Regionale Pietro Griffo
Agrigento’s archaeological museum houses a large collection of Greek and Roman artifacts, including urns, statues, and sarcophagi. The main attraction is a massive statue, one of many that once adorned the sides of the temple to Zeus that stood at the end of the Valley of the Temples.
Museo Archeologico di Aidone
A relatively small museum in the town of Aidone near Morgantina, Museo Archeologico di Aidone houses a collection of artifacts unearthed in the surrounding areas. The highlights include the rare and remarkably complete Hades head and several well-preserved Greek statues, some of which were recovered from American museums after questionably legal sales.
Teatro Antico di Taormina
Originally built by the Greeks during the third century B.C., Taormina’s Greco-Roman theater was dug into the rock of Mount Tauro. It was later expanded and rebuilt by the Romans. Today, the theater is a fascinating historical site, and it boasts incredible views of Mount Etna to the southwest and the Ioania sea to the east.
Cattedrale di Monreale
One of Sicily’s best-known tourist attractions, this Norman cathedral sits atop a hill above Palermo, the island’s capital and largest city. While it’s definitely worth a visit, we didn’t find it quite as impressive as Capella Palantina.
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Cappella Palatina
A stunning chapel located in Palermo’s Norman palace. Be sure to visit to see the incredible wooden roof and intricate interior decorations. This intimate chapel was one of the highlights of our trip; the unique decorations are a must-see.
Museo Archeologico Regionale Paolo Orsi
Syracuse’s archaeological museum contains a large collection of prehistoric, Greek, and Roman artifacts. The collection is extensive but not as impressive of some of Sicily’s other historical sites. It’s worth a visit nonetheless.
Agua Beach Resort
Agua Beach Resort, about a twenty minute drive from Noto and just south of the Vendicari Nature Reserve, Agua Beach Resort is a great place to spend an afternoon, or even a full day. The beach is beautiful, and the water will feel wonderful on a hot day.
Catacombe di San Giovanni
The Catacombs of San Giovanni are a Christian burial site, likely used from the third through sixth centuries. The catacombs are interesting to explore, and they offer excellent examples of several different types of burial. However, we found the tour somewhat overwhelming.
Parco Archeologico Neapolis
Remarkable historical site containing an ancient quarry, as well as a Greek theater and a Roman amphitheater. We highly recommend hiring a guide, as someone who can tell you in detail about the sites adds a lot to the experience.
Cathedral of Syracuse
Syracuse’s cathedral is remarkable more for its history than its decor. The cathedral was built on the site of a Greek temple whose columns are still visible as elements of the structure’s wall. It’s worth a visit to see that alone.
Giardini della Villa Comunale
This beautiful park in Taormina across from the Teatro Antico di Taormina are worth a visit for peaceful walks through the gardens and stunning views of the coast and Mount Etna. Admission is free.
Chiesa di Santa Caterina d’Alessandria
A beautiful baroque church in Palermo. Highlights include the old convent and terrace with views of the city.
Cattedrale di Palermo
Palermo’s massive cathedral is worth stopping by if you’re in the area, but it pales in comparison to the intimate beauty of Capella Palantina or the grandeur of Monreale Cathedral.
Castello Maniace
The fortress at the southern tip of Ortigia offers beautiful views of the surroundings ocean as well as interesting historical exhibits.
Ballaro Market
This is Palermo’s bustling historic open-air street market where you’ll find an amazing array of exotic vegetables and fruit, meat, cheese, tantalizing street food, and goods from both Italy and North Africa. While each of the four historic quarters of Palermo have their own market, the Ballaro is the most famous.
Galleria Bellomo
Galleria Bellomo showcases a local artist’s paintings on papyrus, which grows locally. The art is fantastic, and the store is worth a visit just to browse the paintings or a spot to get a special Sicilian souvenir.
Sito Archeologico di Morgantina
The ruins of an ancient Greek city on a picturesque ridge in central Sicily, Morgantina is an active archaeological site. That means it’s well-preserved, but visitors unfortunately can’t walk through the main town area with the agora, theater, market, and some of the larger houses. However, you can see the ruins from a hill that gives you a very good overview of this ancient town, and it’s possible to walk through some of the outlying homes.
Santa Maria dell’Ammiraglio
This Norman-era church in Palermo doesn’t look like much from the outside—it was founded in 1143, but a rather uninspiring baroque facade was added in 1588. However, the interior is worth a visit. The highlight is the remarkably well-preserved original mosaics, likely created by Greek artists from Constantinople.
Nicolaci Palace
The Nicolaci Palace is a lovely building from the 18th century that from the outside boasts iron balconies and looms impressively over the street. Inside you’ll get to wander up a marble staircase and into rooms with richly frescoed ceilings, papered walls, and period furniture. Catch a view from one of the many windows and […]
Temple of Apollo, Syracuse
In the heart of Siracusa’s charming Oritigia neighborhood lies the ruins of a Greek temple to the god Apollo, dating from the sixth century B.C. Some of the foundation and stairs, as well as much of one wall and a few columns, still stand.
Museo Civico di Castelbuono
Castelbuono’s castle dates to 1316 and is very well-restored. The main attraction is the Cappella di Sant’Anna, dating to around 1683, with its beautiful stucco decorations. The castle also houses an art museum that’s largely skippable.
Museo Della Manna
Truly one of the more unusual attractions in Sicily, the Manna Museum will teach more than you thought there was to know about manna, a sweet substance made from the sap of ash trees. The museum is quite basic, with simple exhibits, and you’ll be offered free samples of cookies made with manna, rather than sugar, and a liqueur made from manna.
Do
Rocca di Cefalù
La Rocca, the stunning cliffs towering above the town of Cefalu, offer an incredible combination of history and scenic vistas. Spend a morning or an afternoon hiking to the summit. On your hike, you’ll see an an ancient Greek temple, Byzantine walls, and the ruins of a Norman castle. And throughout you’ll be rewarded with astounding views of Cefalu, the Tyrrhenian Sea, and the surrounding area.
Chiesa Madonna della Rocca
The Chiesa Madonna della Rocca is a Norman church dating from the 11th or 12th century A.D. Originally carved from a cave, a massive rock formation still forms much of the roof. The church is worth a visit no matter how you get there, and it’s possible to drive or take a bus. But we recommend walking from Taormina (about 20-30 minutes), a challenging uphill walk that’s worth it for the exercise and the incredible views.
Mount Etna Crater Hike
Spend a day hiking the slopes of Mount Etna. You’ll ascend via some combination of cable car, jeeps, and hiking. Etna is an active volcano, and its conditions will affect how high you can go, but if you’re lucky, you’ll be able to ascend to the summit. If not, your guide will show you some of the craters and volcanic activity.
Stay
Hotel Villa Carlotta Taormina
This beautiful hotel is perched on cliffs above the sea, offering incredible views of the coast. It’s a short walk into the heart of Taormina. The hotel has a pool, a good restaurant, and offers an excellent breakfast.
Algilà Ortigia Charme Hotel
A beautiful hotel in the heart of Oritiga, Siracusa’s beautiful old town (and definitely where you want to stay). The Algilà is in a fantastic location, the rooms are comfortable, the service is excellent, and the restaurant is great.
Relais Santa Anastasia
This winery about a twenty minute drive outside the seaside town of Cefalu is peaceful and beautiful place to stay. Its terraces and hills offer stunning views of the surrounding countryside, and the rooms are very comfortable.
Hotel Plaza Opéra
A comfortable hotel in a convenient location with a decent breakfast, but it’s nothing special.