16 days in Italy & Ibiza Itinerary

16 days in Italy & Ibiza Itinerary

Created using Inspirock Europe vacation planner
Make it your trip
Rome, Italy
— 3 nights
Florence, Italy
— 4 nights
Milan, Italy
— 2 nights
Ibiza Town, Spain
— 5 nights


Rome, Italy — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 2nd (Sat): explore the world behind art at Vatican Museums, then make a trip to St. Peter's Basilica, then pause for some serene contemplation at Pantheon, and finally don't miss a visit to Trevi Fountain. On the 3rd (Sun), you'll have a packed day of sightseeing: don't miss a visit to Piazza Navona, then take in panoramic vistas at Museo Nazionale di Castel Sant'Angelo, then contemplate the long history of Colosseum, and finally indulge in some culinary diversions at Matteo Truffle Experience.

For maps, traveler tips, other places to visit, and more tourist information, refer to the Rome travel route planner.

Dallas, USA to Rome is an approximately 13.5-hour flight. The time zone difference when traveling from Dallas to Rome is 7 hours. Traveling from Dallas in September, things will get little chillier in Rome: highs are around 81°F and lows about 60°F. You'll have a few hours on the 4th (Mon) to wrap things up before traveling to Florence.
Historic Sites · Tours · Wildlife · Outdoors
Side Trip
Find places to stay Sep 1 — 4:

Florence, Italy — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with these side-trips from Florence: Crete Senesi (in Asciano) and Siena (Wine Tours & Tastings, Duomo di Siena, &more). There's lots more to do: make a trip to Piazzale Michelangelo, steep yourself in history at Basilica of Santa Croce, explore the world behind art at Florence Academy of Fine Arts, and examine the collection at Pitti Palace.

Ask Inspirock to suggest an itinerary and make planning a trip to Florence fast, fun, and easy.

Getting from Rome to Florence by train takes about 2.5 hours. Other options: fly; or drive. In September in Florence, expect temperatures between 78°F during the day and 59°F at night. Wrap up your sightseeing on the 8th (Fri) to allow time to take a train to Milan.
Historic Sites · Tours · Wildlife · Outdoors
Side Trips
Find places to stay Sep 4 — 8:

Milan, Italy — 2 nights

Fashion Capital of World

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.
Venture out of the city with trips to Il Regno Dei Rapaci (in Gessate), Oasi di Sant'Alessio (in Sant'Alessio con Vialone) and Asinoteca (in Ornago). The adventure continues: pause for some serene contemplation at Duomo di Milano, admire the striking features of Galleria Vittorio Emanuele II, explore the historical opulence of Castello Sforzesco, and get a new perspective on things with Boat Tours & Water Sports.

To find maps, where to stay, other places to visit, and tourist information, go to the Milan trip itinerary tool.

Take a train from Florence to Milan in 2.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 76°F, and evening lows to 57°F. Wrap up your sightseeing on the 10th (Sun) to allow time to fly to Ibiza Town.
Historic Sites · Wildlife · Parks · Tours
Side Trips
Find places to stay Sep 8 — 10:

Ibiza Town, Spain — 5 nights

Party Capital of Europe

As the island’s largest city and most-visited site, Ibiza is famous for its electric nightlife and lively Mediterranean culture.
Visit Cala Comte and Cala Benirras for some beach relaxation. Get out of town with these interesting Ibiza Town side-trips: Orcasub Ibiza Diving Center (in Cala Tarida) and Cala Bassa (in Sant Antoni de Portmany). Next up on the itinerary: get a dose of the wild on Touriffic Ibiza Safari, kick back and relax at Platja de ses Figueretes, tour the pleasant surroundings at Cala Tarida, and step off the mainland to explore Es Vedra.

To see reviews, other places to visit, traveler tips, and tourist information, use the Ibiza Town itinerary planner.

Getting from Milan to Ibiza Town by flight takes about 5 hours. Other options: do a combination of car and ferry; or do a combination of train, bus, and ferry. Plan for somewhat warmer temperatures traveling from Milan in September, with highs in Ibiza Town at 82°F and lows at 68°F. Finish up your sightseeing early on the 15th (Fri) so you can catch the flight back home.
Outdoors · Parks · Beaches · Wildlife
Side Trips
Find places to stay Sep 10 — 15:

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.

Tuscany travel guide

Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.

Ibiza travel guide

Beaches · Nightlife · Outdoor Activities
Famous for its vibrant nightlife and numerous near-perfect beaches, Ibiza also features a rustic countryside few casual visitors ever get to see. Seaside festivals offer a convenient opportunity to soak up lots of local culture, but for a taste of genuine island life try to get away from the overcrowded tourist spots along the most popular sections of the coast. Though for many visitors Ibiza remains synonymous with endless raves on the waterfront, savvier travelers explore the island’s unspoiled northeast, which is covered by thick pine forests and olive groves. Away from the jostling tourist crowds you can experience the island’s lesser-known charms, including quiet wooded trails, secluded bays, and outstanding vineyards.