Start: Milan
Fly
1
Monopoli
— 1 night
Drive
2
Gallipoli
— 4 nights
Drive
3
Gravina in Puglia
— 1 night
Drive
4
San Giovanni Rotondo
— 1 night
Fly
End: Milan
Tue, Sep 15 - Tue, Sep 22
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Monopoli — 1 night

Monopoli is a town and municipality in Italy, in the province of Bari and region of Apulia. Start off your visit on the 15th (Tue): take in the architecture and atmosphere at Chiesa di Santa Maria del Suffragio detta del Purgatorio and then pause for some serene contemplation at Basilica Cattedrale Maria Santissima della Madia. On the 16th (Wed), you'll have a packed day of sightseeing: stroll through Lama Monachile, make a trip to Piazza della Liberta, then pause for some serene contemplation at Basilica di San Martino, and finally admire the landmark architecture of Piazza Maria Immacolata.
To see photos, traveler tips, ratings, and more tourist information, use the Monopoli trip planning app.
Milan to Monopoli is an approximately 3-hour flight. You can also take a train; or drive. September in Monopoli sees daily highs of 29°C and lows of 17°C at night. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Gallipoli.
To see photos, traveler tips, ratings, and more tourist information, use the Monopoli trip planning app.
Milan to Monopoli is an approximately 3-hour flight. You can also take a train; or drive. September in Monopoli sees daily highs of 29°C and lows of 17°C at night. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Gallipoli.
Side Trips
Find places to stay Sep 15 — 16:
Highlights from your trip
Gallipoli — 4 nights

Deriving its name from the Greek for "beautiful city," Gallipoli retains the charm of an old fishing port.Your itinerary includes some good beach time at Channel Ciolo and Spiaggia Porto Miggiano. Step off the beaten path and head to Basilica Santuario di Santa Maria de Finibus Terrae and Antichi Frantoi Ipogei. Explore the numerous day-trip ideas around Gallipoli: Otranto (Castello Aragonese, Chiesa di San Pietro, &more), Basilica di Santa Caterina d'Alessandria (in Galatina) and Faro di Leuca (in Santa Maria di Leuca). Next up on the itinerary: get to know the fascinating history of Centro Storico Medievale di Specchia, don't miss a visit to Il Frantoio del Vicere, steep yourself in history at Antica Farmacia Provenzano, and explore the galleries of Frantoio Ipogeo di Palazzo Granafei.
To find maps, more things to do, photos, and other tourist information, read our Gallipoli trip itinerary builder website.
You can drive from Monopoli to Gallipoli in 2 hours. Other options are to take a bus; or take a train. In September in Gallipoli, expect temperatures between 32°C during the day and 19°C at night. Finish your sightseeing early on the 20th (Sun) so you can drive to Gravina in Puglia.
Side Trips
Find places to stay Sep 16 — 20:
Highlights from your trip
Gravina in Puglia — 1 night

Gravina in Puglia is a town and comune of the Metropolitan City of Bari, Apulia, southern Italy.The word gravina comes from the Latin grava or from the messapic graba, with the meaning of rock, shaft and erosion of bank river. Start off your visit on the 21st (Mon): contemplate the long history of Gravina Di Puglia, pause for some serene contemplation at Gravina in Puglia - Cattedrale, get to know the fascinating history of Centro storico di Altamura, then pause for some serene contemplation at Cattedrale, then examine the collection at La Cantina Frrud - Museo del Vino, and finally examine the collection at L'uomo Di Altamura.
For photos, other places to visit, more things to do, and more tourist information, you can read our Gravina in Puglia trip itinerary planner.
Drive from Gallipoli to Gravina in Puglia in 3 hours. Alternatively, you can take a bus; or take a bus. Cap off your sightseeing on the 21st (Mon) early enough to go by car to San Giovanni Rotondo.
For photos, other places to visit, more things to do, and more tourist information, you can read our Gravina in Puglia trip itinerary planner.
Drive from Gallipoli to Gravina in Puglia in 3 hours. Alternatively, you can take a bus; or take a bus. Cap off your sightseeing on the 21st (Mon) early enough to go by car to San Giovanni Rotondo.
Side Trip
Find places to stay Sep 20 — 21:
Highlights from your trip
San Giovanni Rotondo — 1 night

San Giovanni Rotondo is the name of a city and comune in the province of Foggia and region of Apulia, in southern Italy.San Giovanni Rotondo was the home of Saint Pio of Pietrelcina from 28 July 1916 until his death on 23 September 1968. Kick off your visit on the 22nd (Tue): explore the historical opulence of Castello Normanno Svevo Aragonese, contemplate in the serene atmosphere at Cella di Padre Pio, and then pause for some serene contemplation at Convento Santa Maria delle Grazie.
To find traveler tips, ratings, reviews, and tourist information, you can read our San Giovanni Rotondo trip itinerary app.
Traveling by car from Gravina in Puglia to San Giovanni Rotondo takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In September, plan for daily highs up to 32°C, and evening lows to 18°C. Cap off your sightseeing on the 22nd (Tue) early enough to catch the flight back home.
To find traveler tips, ratings, reviews, and tourist information, you can read our San Giovanni Rotondo trip itinerary app.
Traveling by car from Gravina in Puglia to San Giovanni Rotondo takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In September, plan for daily highs up to 32°C, and evening lows to 18°C. Cap off your sightseeing on the 22nd (Tue) early enough to catch the flight back home.
Side Trip
Find places to stay Sep 21 — 22:
Highlights from your trip
Puglia travel guide
Situated at the southeastern tip of the country, Puglia forms the heel on the "boot" of Italy. First colonized by Mycenaean Greeks, the region flourished during Roman times as a major producer of grain and oil. Today, Puglia remains a predominantly agricultural part of the country, though its warm and sunny coastal weather makes it a favorite holiday destination with an ever-increasing number of tourists. The long coastline features attractions like sun-kissed beaches and lively resorts, many of which are overlooked by limestone cliffs. Deeper inland, Puglia is largely flat, a land of charming villages and world-class cuisine. Here, you'll find olive oil, grapes, tomatoes, peppers, mushrooms, and fresh seafood to give you sustenance as you continue sightseeing. Despite its reputation as a producer of some Italy's best food and wines, Puglia still has numerous rural corners that most tourists have yet to explore.