26 days in Italy & Portugal Itinerary

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Florence, Italy
— 4 nights
Modena, Italy
— 2 nights
Bologna, Italy
— 3 nights
Porto, Portugal
— 5 nights
Funchal, Portugal
— 8 nights
Lisbon, Portugal
— 2 nights


Florence, Italy — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with these side-trips from Florence: Siena (Centro Storico di Siena, Duomo di Siena, &more). Next up on the itinerary: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, get to know the fascinating history of Piazza del Duomo, explore the world behind art at Pitti Palace, and don't miss a visit to Piazzale Michelangelo.

Ask Inspirock to suggest an itinerary and make planning a trip to Florence fast, fun, and easy.

Montreal, Canada to Florence is an approximately 14-hour flight. The time zone changes from Eastern Standard Time (EST) to Central European Standard Time (CET), which is usually a 6 hour difference. Traveling from Montreal in April, expect Florence to be a bit warmer, temps between 22°C and 11°C. You'll have a few hours on the 28th (Fri) to wrap things up before traveling to Modena.
Historic Sites · Museums · Parks · Shopping
Side Trip
Find places to stay Apr 24 — 28:

Modena, Italy — 2 nights

Capital of Engines

Deemed the Capital of Engines, Modena is the birthplace of Enzo Ferrari and the headquarters of Italian sports cars.
Kick off your visit on the 28th (Fri): brush up on your knowledge of spirits at Acetaia Giuseppe Giusti, then examine the collection at Museo Ferrari, and then make a trip to Pieve Di San Giacomo a Colombaro. On the 29th (Sat), you'll have a packed day of sightseeing: sample the fine beverages at Acetaia Villa San Donnino, see the interesting displays at MEF-Museo Enzo Ferrari, don't miss a visit to Palazzo Comunale di Modena, then appreciate the extensive heritage of Piazza Grande - World Heritage Site, and finally take in the spiritual surroundings of Duomo di Modena.

To see traveler tips, reviews, where to stay, and other tourist information, you can read our Modena online attractions planner.

You can take a train from Florence to Modena in 2 hours. Another option is to drive. In April, daily temperatures in Modena can reach 22°C, while at night they dip to 10°C. You'll have a few hours on the 30th (Sun) to wrap things up before traveling to Bologna.
Museums · Historic Sites · Breweries & Distilleries
Side Trips
Find places to stay Apr 28 — 30:

Bologna, Italy — 3 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Get out of town with these interesting Bologna side-trips: Venice (Basilica di San Marco, Canal Grande, &more). Next up on the itinerary: take in panoramic vistas at Le Due Torri Torre degli Asinell, contemplate the long history of Basilica di San Petronio, admire the landmark architecture of Palazzo Magnani, and pause for some serene contemplation at Basilica - Santuario di Santo Stefano.

To find where to stay, reviews, maps, and more tourist information, use the Bologna trip itinerary maker tool.

Traveling by car from Modena to Bologna takes an hour. Alternatively, you can take a shuttle; or take a train. April in Bologna sees daily highs of 22°C and lows of 10°C at night. Finish up your sightseeing early on the 3rd (Wed) so you can catch the flight to Porto.
Historic Sites · Museums · Parks · Nature
Side Trip
Find places to stay Apr 30 — May 3:

Porto, Portugal — 5 nights

Unvanquished City

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names.
On the 5th (Fri), give your taste buds a day to remember with a local gastronomic tour. And it doesn't end there: snap pictures at Ponte de Dom Luis I, take in the local highlights with Walking tours, learn the secrets of beer at a beer tour and tasting, and take a stroll through Ribeira do Porto.

To find ratings, maps, traveler tips, and tourist information, go to the Porto vacation planner.

Getting from Bologna to Porto by flight takes about 6 hours. Other options: drive; or do a combination of train and bus. Due to the time zone difference, you'll gain 1 hour traveling from Bologna to Porto. Traveling from Bologna in May, you will find days in Porto are little chillier (23°C), and nights are about the same (13°C). On the 8th (Mon), wrap the sightseeing up by early afternoon so you can fly to Funchal.
Tours · Historic Sites · Shopping · Breweries & Distilleries
Side Trip
Find places to stay May 3 — 8:

Funchal, Portugal — 8 nights

The capital of the island of Madeira for more than 500 years, Funchal represents a laid-back city made popular by its historical sites and climate.
You'll find plenty of places to visit near Funchal: Canical (Ponta de Sao Lourenco & Miradouro da Ponta do Rosto). Spend the 11th (Thu) spotting exotic species with a safari tour. Next up on the itinerary: take in the awesome beauty at Pico do Arieiro, get great views at Cabo Girao, head outdoors with Outdoor Activities, and admire the natural beauty at Monte Palace Madeira.

For reviews, where to stay, ratings, and other tourist information, refer to the Funchal travel route builder app.

You can fly from Porto to Funchal in 3.5 hours. Traveling from Porto in May, Funchal is a bit warmer at night with lows of 19°C. On the 16th (Tue), you'll have the morning to explore before heading off to Lisbon.
Outdoors · Tours · Wildlife · Parks
Side Trips
Find places to stay May 8 — 16:

Lisbon, Portugal — 2 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Start off your visit on the 16th (Tue): don't miss a visit to Elevador de Santa Justa and then don't miss a visit to Praca do Comercio (Terreiro do Paco). On the next day, contemplate in the serene atmosphere at Mosteiro dos Jeronimos, then don't miss a visit to Belém Tower, then observe the fascinating underwater world at Lisbon Oceanarium, and finally steep yourself in history at Castelo de S. Jorge.

For more things to do, reviews, other places to visit, and tourist information, read Lisbon online trip itinerary maker.

Traveling by flight from Funchal to Lisbon takes 3.5 hours. Traveling from Funchal in May, plan for a bit cooler nights in Lisbon, with lows around 15°C. On the 18th (Thu), you'll have the morning to explore before heading back home.
Historic Sites · Zoos & Aquariums · Parks
Find places to stay May 16 — 18:

Italy travel guide

Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Province of Modena travel guide

Specialty Museums · Sacred & Religious Sites · Landmarks
Modena is a city and comune (municipality) on the south side of the Po Valley, in the Province of Modena in the Emilia-Romagna region of northern Italy.An ancient town, and seat of an archbishop, it is known for its automotive industry since the factories of the famous Italian sports car makers Ferrari, De Tomaso, Lamborghini, Pagani and Maserati are, or were, located here and all, except Lamborghini, have headquarters in the city or nearby. One of Ferrari's cars, the 360 Modena, was named after the town itself.The University of Modena, founded in 1175 and expanded by Francesco II d'Este in 1686, has traditional strengths in economics, medicine and law and is the second oldest athenaeum in Italy. Italian military officers are trained at the Military Academy of Modena, and partly housed in the Baroque Ducal Palace. The Biblioteca Estense houses historical volumes and 3,000 manuscripts. The Cathedral of Modena, the Torre della Ghirlandina and Piazza Grande are a UNESCO World Heritage Site since 1997.


Portugal travel guide

Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.

Madeira Islands travel guide

Gardens · Geologic Formations · Mountains
A feast for the senses, the subtropical paradise of Madeira Islands draws nearly a million visitors annually. This Atlantic archipelago, known to many as the "Islands of Eternal Spring," lies some 850 km (530 mi) southwest of the Portuguese mainland. Volcanic in origin, the islands feature dense pine and laurel forests and richly cultivated mountain slopes. The two populated islands boast an extensive network of irrigation channels, bringing much-needed fresh water to the coastal farms and resorts. Hiking trails following these water channels make even the remotest areas accessible, beckoning to adventurous trekkers and impassioned nature lovers. Base your holiday in the city of Funchal, the archipelago's capital and biggest city.