16 days in Italy Itinerary

16 days in Italy Itinerary

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Route & dates

16 days in Italy Itinerary

Start: Boracay
+2
Ferry + Foot + Fly:  23 h
1
Florence
— 3 nights
Train:  2 h 15 min
2
Venice
— 3 nights
Fly + Bus:  4 h 15 min
3
San Teodoro, Sardinia
— 1 night
Bus + Fly:  7 h 15 min
4
Taormina, Sicily
— 1 night
+3
Train + Foot + Bus + Fly:  3 h 45 min
5
Lampedusa
— 2 nights
Fly:  3 h
6
Rome
— 3 nights
+2
Fly + Foot + Ferry:  23 h 15 min
End: Boracay

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll discover tucked-away gems like Basilica San Miniato al Monte and Piazza Anfiteatro. Get out of town with these interesting Florence side-trips: Pisa (Camposanto, Duomo di Pisa, &more) and Torre Guinigi (in Lucca). The adventure continues: admire the masterpieces at Academy Of Florence Art Gallery, appreciate the extensive heritage of Piazza del Duomo, don't miss a visit to The Baptistery of St. John, and contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore.

To see more things to do, reviews, ratings, and tourist information, read Florence trip maker site.

Boracay, Philippines to Florence is an approximately 23- hour combination of ferry and flight. You can also do a combination of ferry, flight, and train; or do a combination of ferry, bus, and flight. Due to the time zone difference, you'll gain 7 hours traveling from Boracay to Florence. In September, Florence is a bit cooler than Boracay - with highs of 30°C and lows of 17°C. Finish your sightseeing early on the 29th (Tue) to allow enough time to take a train to Venice.

Things to do in Florence

Historic Sites Museums

Side Trips

Pisa, Lucca
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Venice

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Explore hidden gems such as Piazza Bra and Basilica dei Santi Giovanni e Paolo. Get out of town with these interesting Venice side-trips: Arena di Verona (in Verona) and Padua (Basilica di Sant’Antonio & Scrovegni Chapel). Next up on the itinerary: contemplate the waterfront views at Canal Grande, explore the world behind art at Peggy Guggenheim Collection, snap pictures at Ponte di Rialto, and appreciate the extensive heritage of Piazza San Marco.

For other places to visit, ratings, and more tourist information, refer to the Venice trip planner.

You can take a train from Florence to Venice in 2.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Venice are 29°C, while nighttime lows are 17°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel to San Teodoro.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Padua, Verona
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

1
night
San Teodoro, Sardinia

San Teodoro ©
A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
On the 3rd (Sat), enjoy the sand and surf at Lu Impostu Beach and then stroll through Spiaggia La Cinta.

For photos, more things to do, where to stay, and other tourist information, you can read our San Teodoro trip planner.

You can fly from Venice to San Teodoro in 4.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of car and ferry. Traveling from Venice in October, expect nights in San Teodoro to be about the same, around 15°C, while days are a bit warmer, around 28°C. Finish your sightseeing early on the 3rd (Sat) to allow enough time to travel to Taormina.

Things to do in San Teodoro

Parks Beaches Outdoors
Highlights from your plan
Spiaggia La Cinta ©
Spiaggia La Cinta
Lu Impostu Beach ©
Lu Impostu Beach

1
night
Taormina, Sicily

Taormina ©
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Start off your visit on the 4th (Sun): walk around Villa Comunale, then head off the coast to Isola Bella, then make a trip to Corso Umberto, and finally go for a walk through Piazza IX Aprile.

To find ratings, traveler tips, reviews, and tourist information, use the Taormina online day trip planner.

Traveling by flight from San Teodoro to Taormina takes 7.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of car and ferry. Expect somewhat warmer evenings in Taormina when traveling from San Teodoro in October, with lows around 20°C. Finish your sightseeing early on the 4th (Sun) so you can travel to Lampedusa.

Things to do in Taormina

Parks Beaches Nature
Highlights from your plan
Isola Bella ©
Isola Bella
Villa Comunale ©
Villa Comunale
Piazza IX Aprile ©
Piazza IX Aprile

2
nights
Lampedusa

Lampedusa ©
Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
Start off your visit on the 5th (Mon): enjoy the sand and surf at Cala Pulcino, then tour the pleasant surroundings at Spiaggia dei Conigli, and then look for all kinds of wild species at Centro di Recupero Tartarughe e Fauna Selvatica WWF. Here are some ideas for day two: get a new perspective on things with Boat Tours & Water Sports.

To see photos, where to stay, more things to do, and more tourist information, refer to the Lampedusa trip itinerary maker app.

Getting from Taormina to Lampedusa by combination of train and flight takes about 4 hours. Other options: do a combination of car and ferry; or do a combination of train, bus, and ferry. Traveling from Taormina in October, expect somewhat warmer with lows of 25°C in Lampedusa. Cap off your sightseeing on the 6th (Tue) early enough to travel to Rome.

Things to do in Lampedusa

Outdoors Parks Tours
Highlights from your plan
Spiaggia dei Conigli ©
Spiaggia dei Conigli
Boat Tours & Water Sports
Cala Pulcino ©
Cala Pulcino

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Explore hidden gems such as Forum of Augustus and Santa Maria in Trastevere. There's still lots to do: explore the ancient world of Colosseum, steep yourself in history at St. Peter's Basilica, appreciate the extensive heritage of Piazza Navona, and explore the world behind art at Galleria Borghese.

For reviews, maps, traveler tips, and tourist information, go to the Rome trip planner.

You can fly from Lampedusa to Rome in 3 hours. Other options are to do a combination of ferry, bus, and train; or do a combination of ferry and car. Plan for little chillier nights when traveling from Lampedusa in October since evenings lows in Rome dip to 15°C. Finish your sightseeing early on the 9th (Fri) so you can travel back home.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

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