10 days in Portugal & Italy Itinerary

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Lisbon, Portugal
— 1 night
Lagos, Portugal
— 2 nights
Rome, Italy
— 2 nights
Florence, Italy
— 2 nights
Lisbon, Portugal


Lisbon, Portugal — 1 night

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
To see ratings, where to stay, other places to visit, and tourist information, read Lisbon tour itinerary planning website.

Boston, USA to Lisbon is an approximately 10.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Western European Standard Time (WET) is 5 hours. In June in Lisbon, expect temperatures between 81°F during the day and 60°F at night. On the 17th (Sat), you're off to Lagos.
Tours · Outdoors · Nightlife · Parks
Find places to stay Jun 16 — 17:
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Lagos, Portugal — 2 nights

Jewel of the Algarve

The allure of the beaches and the town's historical center draw visitors to Lagos, a coastal destination in the Barlavento region of the Algarve.
You'll discover tucked-away gems like Ponta da Piedade and Odeceixe Beach. Change things up with a short trip to Divers Cape in Sagres (about 46 minutes away). There's still lots to do: enjoy the sand and surf at Praia dos Tres Irmaos, take in the waterfront activity at Marina de Lagos, learn about winemaking at Monte da Casteleja - Bio Wine Farm, and try for a hole-in-one at Pro Putting Garden.

To find ratings, more things to do, reviews, and other tourist information, read our Lagos online road trip planner.

Getting from Lisbon to Lagos by car takes about 3 hours. Other options: take a bus; or take a train. June in Lagos sees daily highs of 81°F and lows of 65°F at night. Wrap up your sightseeing on the 19th (Mon) to allow time to fly to Rome.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jun 17 — 19:
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Rome, Italy — 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 20th (Tue): pause for some photo ops at La Pieta, then take in the architecture and atmosphere at St. Peter's Basilica, then delve into the distant past at Pantheon, and finally take in the architecture and atmosphere at Basilica di San Pietro in Vincoli. On the 21st (Wed), you'll have a packed day of sightseeing: awaken your taste buds at some of the top wineries in the area.

To see reviews, other places to visit, more things to do, and more tourist information, you can read our Rome trip itinerary site.

Getting from Lagos to Rome by flight takes about 8 hours. Other options: drive; or do a combination of bus and train. The time zone difference moving from Western European Standard Time to Central European Standard Time is 1 hour. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish up your sightseeing early on the 22nd (Thu) so you can catch the train to Florence.
Tours · Wineries · Historic Sites
Side Trip
Find places to stay Jun 19 — 22:
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Florence, Italy — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore hidden gems such as Food Tours and Loggia dei Lanzi. There's much more to do: stop by Wine & Cheese shop, get the lay of the land with Walking tours, get great views at Basilica San Miniato al Monte, and admire the masterpieces at Florence Academy of Fine Arts.

To find ratings, photos, traveler tips, and other tourist information, you can read our Florence trip itinerary maker website.

You can take a train from Rome to Florence in 2.5 hours. Other options are to fly; or drive. In June, daytime highs in Florence are 83°F, while nighttime lows are 65°F. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow enough time to fly to Lisbon.
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Lisbon, Portugal

City of Seven Hills

To see reviews and more tourist information, refer to the Lisbon trip planner.

Fly from Florence to Lisbon in 6 hours. Alternatively, you can drive; or do a combination of train and bus. Due to the time zone difference, you'll gain 1 hour traveling from Florence to Lisbon. Traveling from Florence in June, you can expect nighttime temperatures to be slightly colder in Lisbon, with lows of 60°F. You'll set off for home on the 24th (Sat).
Tours · Outdoors · Nightlife · Parks
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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.

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.