21 days in Italy & Spain Itinerary

21 days in Italy & Spain Itinerary

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Route & dates

21 days in Italy & Spain Itinerary

Start: Nairobi, Kenya
Fly:  15​h
1
Madrid, Spain
— 2 nights
train:  2​h 45​min
2
Seville, Spain
— 2 nights
Fly:  3​h 45​min
3
Sant Antoni de Portmany, Spain
— 2 nights
Fly:  3​h 30​min
4
Barcelona, Spain
— 3 nights
Fly:  5​h
5
Milan, Italy
— 2 nights
train:  2​h 30​min
6
Venice, Italy
— 1 night
Drive:  3​h 15​min
7
Pisa, Italy
— 1 night
train:  1​h
8
Florence, Italy
— 2 nights
Drive:  5​h 15​min
9
Amalfi, Italy
— 2 nights
subway + train:  3​h
10
Rome, Italy
— 2 nights
Fly:  13​h 30​min
End: Nairobi, Kenya

2
nights
Madrid, Spain

Madrid ©
Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Start off your visit on the 6th (Sun): make a trip to Plaza Mayor, explore the activities along Retiro Park, and then examine the collection at Prado National Museum.

To find ratings, reviews, traveler tips, and tourist information, you can read our Madrid trip builder app .

Nairobi, Kenya to Madrid is an approximately 15-hour flight. You can also do a combination of flight and bus. Due to the time zone difference, you'll gain 2 hours traveling from Nairobi to Madrid. Plan for little chillier temperatures traveling from Nairobi in October, with highs in Madrid at 26°C and lows at 13°C. Finish up your sightseeing early on the 7th (Mon) so you can catch the train to Seville.

Things to do in Madrid

Museums Parks Historic Sites
Find places to stay Oct 5 — 7:
Highlights from your plan
Prado National Museum ©
Prado National Museum
Parque del Retiro ©
Parque del Retiro
Plaza Mayor ©
Plaza Mayor

2
nights
Seville, Spain

Seville ©
A city of rich Moorish heritage, Seville is the cultural and financial center of southern Spain, and the site of numerous festivals throughout the year.
On the 7th (Mon), get engrossed in the history at Royal Alcázar of Seville, then take a stroll through Barrio Santa Cruz, then take in panoramic vistas at Torre Giralda, and finally take some stellar pictures from Catedral de Sevilla. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Plaza de España, then take in nature's colorful creations at Parque de Maria Luisa, then admire the landmark architecture of Metropol Parasol, and finally make a trip to Puente de San Bernardo.

To find photos, ratings, maps, and tourist information, read our Seville road trip site .

Getting from Madrid to Seville by train takes about 3 hours. Other options: fly; or drive. Expect a bit warmer evenings in Seville when traveling from Madrid in October, with lows around 19°C. Wrap up your sightseeing on the 9th (Wed) early enough to travel to Sant Antoni de Portmany.

Things to do in Seville

Historic Sites Parks Neighborhoods
Find places to stay Oct 7 — 9:
Highlights from your plan
Plaza de España ©
Plaza de España
Royal Alcázar of Seville ©
Royal Alcázar of Seville
Catedral de Sevilla ©
Catedral de Sevilla

2
nights
Sant Antoni de Portmany, Spain

Sant Antoni de Portmany ©
Start off your visit on the 9th (Wed): enjoy the sand and surf at Playa Cala Salada, don't miss a visit to Punta Galera, and then tour the pleasant surroundings at Cala Bassa. On the 10th (Thu), you'll have a packed day of sightseeing: enjoy the sand and surf at Platja de ses Salines, wander the streets of Dalt Vila, then step into the grandiose world of Castle of Ibiza, and finally pause for some serene contemplation at Ibiza Cathedral.

To see other places to visit, traveler tips, and tourist information, read our Sant Antoni de Portmany day trip tool .

You can fly from Seville to Sant Antoni de Portmany in 4 hours. Other options are to do a combination of train and flight; or do a combination of car and ferry. In October, daytime highs in Sant Antoni de Portmany are 28°C, while nighttime lows are 19°C. Finish your sightseeing early on the 11th (Fri) so you can travel to Barcelona.

Things to do in Sant Antoni de Portmany

Outdoors Beaches Parks

Side Trip

Ibiza Town
Find places to stay Oct 9 — 11:
Highlights from your plan
Cala Bassa ©
Cala Bassa
Castell de Eivissa ©
Castell de Eivissa
Ibiza Cathedral ©
Ibiza Cathedral

3
nights
Barcelona, Spain

Barcelona ©
Barcelona, the country’s second-largest city, is a cosmopolitan urban center known for its throbbing youthful energy and stellar architecture.
Barcelona is known for parks, nightlife, museums, shopping, and fun & games. Your plan includes some of its best attractions: admire the striking features of Basilica of the Sagrada Familia, appreciate the history behind Casa Batllo, browse the exhibits of Casa Mila - La Pedrera, and see the interesting displays at Museo Picasso.

To find photos, reviews, other places to visit, and more tourist information, read our Barcelona online itinerary planner .

Traveling by flight from Sant Antoni de Portmany to Barcelona takes 3.5 hours. Alternatively, you can do a combination of ferry and train; or ride a ferry. In October, daytime highs in Barcelona are 26°C, while nighttime lows are 18°C. Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow enough time to travel to Milan.

Things to do in Barcelona

Museums Historic Sites Tours
Find places to stay Oct 11 — 14:
Highlights from your plan
Basilica of the Sagrada Familia ©
Basilica of the Sagrada Familia
Parc Guell ©
Parc Guell
Casa Batllo ©
Casa Batllo

2
nights
Milan, Italy

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
On the 15th (Tue), take an in-depth tour of Basilica di Sant'Ambrogio, take in the architecture and atmosphere at Duomo di Milano, then make a trip to Piazza del Duomo, then steep yourself in history at Il Cenacolo, and finally admire the landmark architecture of Galleria Vittorio Emanuele II. On the 16th (Wed), you'll have a packed day of sightseeing: explore the world behind art at Pinacoteca di Brera and then explore the historical opulence of Castello Sforzesco.

To find maps, reviews, where to stay, and other tourist information, use the Milan trip planner .

You can fly from Barcelona to Milan in 5 hours. Other options are to drive; or take a train. Prepare for a bit cooler weather when traveling from Barcelona in October: high temperatures in Milan hover around 21°C and lows are around 13°C. Finish up your sightseeing early on the 16th (Wed) so you can catch the train to Venice.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Oct 14 — 16:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

1
night
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.
For ratings, other places to visit, reviews, and other tourist information, refer to the Venice trip itinerary planner .

You can take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In October in Venice, expect temperatures between 22°C during the day and 12°C at night. You'll set off for Pisa on the 17th (Thu).

Things to do in Venice

Nightlife Historic Sites Outdoors
Find places to stay Oct 16 — 17:

1
night
Pisa, Italy

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Start off your visit on the 17th (Thu): take in panoramic vistas at Leaning Tower of Pisa, then don't miss a visit to Piazza dei Miracoli, and then appreciate the extensive heritage of Knights’ Square.

To see photos, reviews, maps, and other tourist information, read our Pisa trip planner .

Traveling by car from Venice to Pisa takes 3.5 hours. Alternatively, you can take a train; or fly. In October in Pisa, expect temperatures between 25°C during the day and 14°C at night. Finish your sightseeing early on the 18th (Fri) to allow enough time to take a train to Florence.

Things to do in Pisa

Historic Sites
Find places to stay Oct 17 — 18:
Highlights from your plan
Knights’ Square ©
Knights’ Square
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Piazza dei Miracoli ©
Piazza dei Miracoli

2
nights
Florence, Italy

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 18th (Fri): take in the views from Ponte Vecchio, get great views at Piazzale Michelangelo, admire the masterpieces at Gallerie Degli Uffizi, then take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, then appreciate the extensive heritage of Piazza del Duomo, and finally admire the striking features of Loggia dei Lanzi. On your second day here, take an in-depth tour of Basilica di Santa Croce, examine the collection at Academy Of Florence Art Gallery, and then indulge your taste buds at Food & Drink.

For other places to visit, ratings, maps, and more tourist information, go to the Florence trip planner .

Traveling by train from Pisa to Florence takes an hour. Alternatively, you can take a bus; or drive. In October in Florence, expect temperatures between 25°C during the day and 14°C at night. On the 20th (Sun), you'll have the morning to explore before heading off to Amalfi.

Things to do in Florence

Tours Museums Historic Sites
Find places to stay Oct 18 — 20:
Highlights from your plan
Wine Tours & Tastings
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Amalfi, Italy

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Kick off your visit on the 20th (Sun): admire the local landmark of Fontana sant'Andrea, take in the spiritual surroundings of Chiostro del Paradiso, and then take in the spiritual surroundings of Duomo di Sant'Andrea.

For more things to do, ratings, traveler tips, and other tourist information, read our Amalfi tour planning app .

Getting from Florence to Amalfi by car takes about 5.5 hours. Other options: do a combination of train and bus; or take a train. Expect a bit warmer evenings in Amalfi when traveling from Florence in October, with lows around 20°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to travel to Rome.

Things to do in Amalfi

Tours Historic Sites
Find places to stay Oct 20 — 22:
Highlights from your plan
Wine Tours & Tastings
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Centro Storico ©
Centro Storico

2
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: steep yourself in history at Colosseum, wander the streets of Trastevere, explore the ancient world of Pantheon, and pause for some serene contemplation at Church of St. Louis of the French.

To find more things to do, photos, where to stay, and more tourist information, go to the Rome trip planner .

You can do a combination of subway and train from Amalfi to Rome in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a bit cooler evenings in Rome when traveling from Amalfi in October, with lows around 15°C. Wrap up your sightseeing by early afternoon on the 24th (Thu) to allow enough time to travel back home.

Things to do in Rome

Historic Sites Neighborhoods Museums
Find places to stay Oct 22 — 24:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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