21 days in Italy, Cannes & Saint-Tropez Itinerary

21 days in Italy, Cannes & Saint-Tropez Itinerary

Created using Inspirock Europe visit planner

Make it your trip
Cannes, France
— 2 nights
Saint-Tropez, France
— 5 nights
Fly to Naples, Ferry to Capri
Capri, Italy
— 4 nights
Positano, Italy
— 5 nights
Fly to Rome, Train to Florence
Florence, Italy
— 3 nights


Cannes, France

— 2 nights

Festival City

Although its luxury shops, nightlife, casinos, and high-end restaurants give Cannes a feeling of exclusivity, this classic French Riviera city has alternatives to suit every budget.
Get outdoors at Juan les Pins Main Beach and Cote Plongee. Your inner history buff will appreciate Le Sentier du Littoral, Cap d'Antibes and Chateau de la Napoule / Musee Henry-Clews. The adventure continues: appreciate the extensive heritage of Le Suquet, pause for some serene contemplation at Chapelle de la Garoupe, and shop like a local with La Croisette.

To find reviews, traveler tips, where to stay, and more tourist information, go to the Cannes trip planner.

New York City, USA to Cannes is an approximately 11.5-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Cannes. Traveling from New York City in July, Cannes is slightly colder at night with lows of 65°F. Wrap up your sightseeing on the 10th (Sun) to allow time to drive to Saint-Tropez.

Things to do in Cannes

Historic Sites · Neighborhoods · Outdoors · Shopping

Side Trips

Find places to stay Jul 8 — 10:

Saint-Tropez, France

— 5 nights
Saint-Tropez is a town, 100km west of Nice, in the Var department of the Provence-Alpes-Côte d'Azur region of southeastern France. Popular historic sites such as Cimetiere marin de Saint-Tropez and St. Tropez Harbor are in your itinerary. Get some cultural insight at Citadelle de Saint-Tropez - Musee d'histoire maritime and Le musée de l’Annonciade. Explore the numerous day-trip ideas around Saint-Tropez: Le Lavandou (Plage de Jean Blanc & Plage de Cavaliere). Next up on the itinerary: tour the pleasant surroundings at Plage de Pampelonne, fly like a bird with a parasailing or paragliding tour, kick back and relax at Plage de Sylvabelle, and head outdoors with Tahiti Plage.

To find ratings, reviews, where to stay, and more tourist information, read our Saint-Tropez trip app.

You can drive from Cannes to Saint-Tropez in 1.5 hours. Alternatively, you can do a combination of train and bus. Expect somewhat warmer weather when traveling from Cannes in July: highs in Saint-Tropez hover around 91°F, while lows dip to 64°F. Finish up your sightseeing early on the 15th (Fri) so you can travel to Capri.

Things to do in Saint-Tropez

Outdoors · Parks · Beaches · Museums

Side Trips

Find places to stay Jul 10 — 15:

Capri, Italy

— 4 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Deepen your sense of the past at sights like Villa San Michele and Punta Carena Lighthouse. Get outdoors at I Faraglioni and White Grotta. Next up on the itinerary: take in the awesome beauty at Monte Solaro, explore the fascinating underground world of Blue Grotto, get a dose of the wild on Nesea Capri, and take in nature's colorful creations at Giardini di Augusto.

To see ratings, reviews, where to stay, and other tourist information, read our Capri attractions planning website.

Traveling by combination of flight and ferry from Saint-Tropez to Capri takes 6 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus, train, and ferry. Traveling from Saint-Tropez in July, plan for somewhat warmer nights in Capri, with lows around 72°F. Finish your sightseeing early on the 19th (Tue) so you can ride a ferry to Positano.

Things to do in Capri

Parks · Outdoors · Historic Sites · Nature

Side Trip

Find places to stay Jul 15 — 19:

Positano, Italy

— 5 nights
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Escape the urban bustle at Boat Tours & Water Sports and Walk of the Gods. Marina di Puolo and Duomo dei San Filippo e Giacomo are good opportunities to explore the local culture. Change things up with these side-trips from Positano: Lido Marinella (in Meta), Marina of Lobra (in Massa Lubrense) and Sorrento (La Solara, Cattedrale di Sorrento, &more). Next up on the itinerary: enjoy the sand and surf at Fornillo, stroll through Arienzo Beach Club, Positano, take in the spiritual surroundings of Church of Santa Maria Assunta, and get great views at Il Sentiero Degli Dei.

To see traveler tips, reviews, more things to do, and more tourist information, use the Positano trip planning site.

Ride a ferry from Capri to Positano in 1.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In July in Positano, expect temperatures between 87°F during the day and 72°F at night. Cap off your sightseeing on the 24th (Sun) early enough to travel to Florence.

Things to do in Positano

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Find places to stay Jul 19 — 24:

Florence, Italy

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some cultural insight at Piazzale Michelangelo and Ponte Vecchio. Cathedral of Santa Maria del Fiore and The Baptistery of St. John will appeal to history buffs. There's much more to do: let your taste buds guide you at a local gastronomic tour, pause for some photo ops at Loggia dei Lanzi, examine the collection at Museo di San Marco, and explore the galleries of Cappella Brancacci.

For reviews, maps, photos, and tourist information, use the Florence tour builder tool.

You can do a combination of flight and train from Positano to Florence in 5 hours. Other options are to drive; or do a combination of bus and train. Expect little chillier evenings in Florence when traveling from Positano in July, with lows around 65°F. Finish your sightseeing early on the 27th (Wed) so you can fly back home.

Things to do in Florence

Historic Sites · Museums · Tours
Find places to stay Jul 24 — 27:

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.

Amalfi Coast travel guide

Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.