20 days in Santorini, Croatian Coast & Northwest Italy Itinerary

20 days in Santorini, Croatian Coast & Northwest Italy Itinerary

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Route & dates

20 days in Santorini, Croatian Coast & Northwest Italy Itinerary

Start: Calgary, Canada
+3
Fly + Bus + Foot + Ferry:  19​h 15​min
1
Akrotiri, Greece
— 3 nights
Fly:  8​h 15​min
2
Dubrovnik, Croatia
— 2 nights
Drive + Ferry:  4​h 15​min
3
Bol, Croatia
— 3 nights
Drive:  1​h
4
Split, Croatia
— 1 night
Fly + Train:  6​h 30​min
5
Florence, Italy
— 2 nights
Train:  2​h 15​min
6
Venice, Italy
— 4 nights
Fly:  14​h 45​min
End: Calgary, Canada

3
nights
Akrotiri, Greece

Akrotiri ©
Located on Santorini's southwestern coastline, the small village of Akrotiri sits just a short walk from one of Europe's most significant Bronze Age archaeological sites.
Visit Red Beach and Vlychada Beach for some beach relaxation. Popular historic sites such as Akrotiri and Akrotiri LightHouse are in your itinerary. And it doesn't end there: stroll through Perissa Black Sand Beach, enjoy the sand and surf at Vlichada Beach, learn about winemaking at Gavalas Winery, and examine the collection at Tomato Industrial Museum.

To find photos, more things to do, and tourist information, use the Akrotiri trip maker app .

Calgary, Canada to Akrotiri is an approximately 19.5-hour combination of flight and taxi. You can also do a combination of flight, ferry, and bus; or do a combination of flight, bus, and ferry. Traveling from Calgary to Akrotiri, you'll lose 9 hours due to the time zone difference. When traveling from Calgary in September, plan for somewhat warmer days and much warmer nights in Akrotiri: temperatures range from 32°C by day to 24°C at night. Cap off your sightseeing on the 11th (Wed) early enough to travel to Dubrovnik.

Things to do in Akrotiri

Parks Outdoors Beaches

Side Trips

Megalochori, Vlychada, Perivolos, Santo Winery, Perissa Black Sand Beach
Find places to stay Sep 7 — 11:
Highlights from your plan
Akrotiri ©
Akrotiri
Red Beach ©
Red Beach
Perissa Black Sand Beach ©
Perissa Black Sand Beach

2
nights
Dubrovnik, Croatia

Dubrovnik ©
Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Old Town and War Photo Limited are good opportunities to explore the local culture. You'll explore and learn at Rector's Palace and Upper Corner Tower Foundry Museum. There's lots more to do: delve into the distant past at Walls of Dubrovnik, look for gifts at Break Time Dubrovnik, take in the local highlights with Walking tours, and pause for some serene contemplation at Church of the Holy Annunciation.

To see more things to do, traveler tips, where to stay, and other tourist information, use the Dubrovnik driving holiday planner.

You can do a combination of bus and flight from Akrotiri to Dubrovnik in 8.5 hours. Other options are to do a combination of ferry and bus; or do a combination of ferry and bus. Due to the time zone difference, you'll gain 1 hour traveling from Akrotiri to Dubrovnik. Traveling from Akrotiri in September, things will get little chillier in Dubrovnik: highs are around 29°C and lows about 20°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Bol.

Things to do in Dubrovnik

Historic Sites Neighborhoods Museums
Find places to stay Sep 11 — 14:
Highlights from your plan
Old Town ©
Old Town
Dubrovnik City Walls ©
Dubrovnik City Walls
Rector's Palace ©
Rector's Palace

3
nights
Bol, Croatia

Bol ©
An hour boat ride from Split on the island of Brac, Bol boasts a charming old town, pebble beach, and great windsurfing conditions. Historical charm abounds here in the form of stone houses, narrow pedestrian streets, and historical attractions marked with panels.
You'll enjoy a bit of beach vacationing at Murvica Beach and Lovrecina Bay. You'll explore and learn at The Island of Brac Museum - Skrip and Museum uja. Step out of Bol with an excursion to Sumartin Beach in Sumartin--about 56 minutes away. Next up on the itinerary: enjoy the sand and surf at Zlatni Rat Beach, get to know the fascinating history of Golden horn from above, and take in the awesome beauty at Vidova Gora.

For maps, reviews, where to stay, and more tourist information, refer to the Bol trip builder site .

Traveling by combination of car and ferry from Dubrovnik to Bol takes 4.5 hours. Alternatively, you can ride a ferry; or do a combination of bus and ferry. In September in Bol, expect temperatures between 31°C during the day and 21°C at night. Wrap up your sightseeing on the 17th (Tue) early enough to ride a ferry to Split.

Things to do in Bol

Parks Beaches Outdoors

Side Trips

Sumartin Beach, Murvica Beach, Lovrecina Bay, The Island of Brac Museum - Skrip
Find places to stay Sep 14 — 17:
Highlights from your plan
Murvica Beach ©
Murvica Beach
The Island of Brac Museum - Skrip ©
The Island of Brac Museum - Skrip
Lovrecina Bay ©
Lovrecina Bay

1
night
Split, Croatia

Split ©
Experience an authentic Adriatic lifestyle in Split, the largest city along the sea's coast.
Start off your visit on the 18th (Wed): steep yourself in history at Cathedral and Bell Tower of St. Domnius, delve into the distant past at Diocletian's Palace, and then explore the world behind art at Galerija Mestrovic.

To find ratings, reviews, traveler tips, and more tourist information, use the Split day trip website .

You can ride a ferry from Bol to Split in an hour. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. In September, plan for daily highs up to 30°C, and evening lows to 19°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to travel to Florence.

Things to do in Split

Historic Sites Museums
Find places to stay Sep 17 — 18:
Highlights from your plan
Palazzo di Diocleziano ©
Palazzo di Diocleziano
Galerija Mestrovic ©
Galerija Mestrovic
Cathedral of Saint Domnius ©
Cathedral of Saint Domnius

2
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Do some cultural sightseeing at Pitti Palace and Galleria dell'Accademia. Cathedral of Santa Maria del Fiore and Piazza del Duomo will appeal to history buffs. There's lots more to do: make a trip to Piazzale Michelangelo, admire the natural beauty at The Boboli Gardens, admire the masterpieces at Chiesa e Museo di Orsanmichele, and contemplate the long history of The Baptistery of St. John.

For photos, maps, and more tourist information, refer to the Florence itinerary planner.

Traveling by combination of flight and train from Split to Florence takes 6.5 hours. Alternatively, you can fly; or do a combination of ferry and car. September in Florence sees daily highs of 30°C and lows of 17°C at night. Wrap up your sightseeing on the 21st (Sat) early enough to take a train to Venice.

Things to do in Florence

Historic Sites Museums Parks
Find places to stay Sep 18 — 21:
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

4
nights
Venice, Italy

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.
Get some historical perspective at Peggy Guggenheim Collection and St Mark's Campanile. Let the collections at Doge's Palace and Gallerie dell'Accademia capture your imagination. Get out of town with these interesting Venice side-trips: Padua (Scrovegni Chapel, Basilica di Sant’Antonio, & more). Next up on the itinerary: explore the activities along Canal Grande, appreciate the extensive heritage of St. Mark's Square, take in the architecture and atmosphere at San Giorgio Maggiore, and admire the striking features of Basilica di San Marco.

For maps, photos, where to stay, and other tourist information, you can read our Venice trip planner .

You can take a train from Florence to Venice in 2.5 hours. Other options are to drive; or take a bus. In September, daily temperatures in Venice can reach 29°C, while at night they dip to 17°C. Wrap up your sightseeing on the 25th (Wed) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Padua
Find places to stay Sep 21 — 25:
Highlights from your plan
Peggy Guggenheim Collection ©
Peggy Guggenheim Collection
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

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