Our 9 Best Italian Island Itineraries

Length: 8 days

Places Visited: Pisa, Levanto, Monterosso, Portoferraio

Why we recommend this sample itinerary:

Dive into the remarkable colors and treasured coastline during this eight-day Splendors of the Italian Coastline: Elba Island & Cinque Terre Tour that features unforgettable island culture and the renowned towns along the Ligurian coast.

Find a remote beach that edges the entrance of an ancient abbey. Wander between vibrant towns that cling to the rugged cliff-shores and indulge in the celebrated flavors found specifically on Elba island.

Whether looking for Napoleonic history or breathtaking views from dramatic fortresses, eager to relax on a sandy beach, or enjoy the luxuries of a coastal village, you can embrace the special ambiance that captures a different perspective of Italy’s sweet life.

Learn more: Cinque Terre Tours & Vacations

Length: 12 days

Places Visited: Rome, Amalfi Coast, Positano, Pompeii, Ravello, Capri, Siena, Florence, Tuscany region

Why we recommend this sample itinerary:

The Best of Italy Tour: Rome, Amalfi Coast, Island of Capri and Tuscany immerses you in the beauty and charisma of Italy’s famous destinations, accentuated by the historic opulence of Capri island.

While on the island you can visit the remains of an ancient Imperial garden, explore the glowing azure light of the Blue Cave, or simply bask in the inviting ambiance of cafes and conversation that fill the Piazzetta.

From a boat tour around the shores to view the Fragolini Stacks to a mouthwatering cooking class focused on Tuscan cuisine, a scenic drive along the renowned Amalfi Coast to the stunning artwork displayed in the Vatican museums, your Best of Italy tour reflects the marvels of the peninsula, while fanning the flames for Capri’s essential natural beauty.

Learn more: Rome Tours & Vacations • Rome Travel Guide

Length: 11 days

Places Visited: Catania, Syracuse, Taormina, Salina

Why we recommend this sample itinerary:

Whether looking for romance or a unique island getaway, the VIP Tour of Sicily: Beauty, Culinary & Luxury Experience not only celebrates the cultural heritage and beauty of Sicily, but also introduces you to the panoramic views, volcanic slopes, and crystal-clear waters of the Aeolian Islands.

Embrace luxury as you lounge in the golden Mediterranean sun that spreads from the cobbled lanes of Taormina to the Greek ruins of Syracuse, the chocolate shops of Modica to the vineyards that terrace secluded corners of the Salina.

Cruise the glistening waters, sample unforgettable wine, and explore the undulating slopes of Mount Etna as you discover the picturesque views and tantalizing heritage around the southern islands.

Learn more: Sicily Tours & Vacations • Sicily Travel Guide

Length: 8 days

Places Visited: Rome, Capri, Ischia, Sorrento, Naples, Positano, Amalfi, Ravello, Conca dei Marini, Maiori, Minori, Cetara, Vietri sul Mare

Why we recommend this sample itinerary:

Pleasures of Southern Italy: Rome, Ischia Island & Amalfi Coast Tour offers the ultimate splendor of the Mediterranean and the Italian ideal that celebrates “the pleasures of doing nothing”.

Indulge in the opportunity of a private sailing lesson on the crystal-clear waters and enjoy a cooking lesson that brings Campanian cuisine to life. Celebrate art history with a private painting class and wander the quiet lanes of a historic castle on Ischia Island.

Warm sunlight on glistening beaches, lively gardens that provide the feeling of seclusion, and luxurious experiences that celebrate the spirit of Italy connect the thrill of exploration with timeless pleasure.

Learn more: Southern Italy Itineraries & Tours

Length: 8 days

Places Visited: Ischia, Procida, Capri, Sorrento, Amalfi, Vietri sul Mare Ravello, Positano, Minori

Why we recommend this sample itinerary:

A custom tour to the southern islands off the Bay of Naples unveils the picturesque and mouthwatering during your Romantic Getaway to the Islands & Villages of Amalfi Coast.

From secluded accommodations with memorable panoramas to antique cobblestone lanes that capture the essence of charm, Renaissance architecture to ancient ruins, you can feel as though you’ve discovered an entirely new side of Italy.

Idyllic pebbled beaches, elaborate gardens, colorful homes, and a sense of history provide you with an ambiance of romance or adventure, luxury or discovery, as you travel from the Amalfi Coast to celebrated Capri and embrace the lesser-known islands of Ischia and Procida.

Learn more: Amalfi Coast Tours & Vacations • Amalfi Coast Travel Guide

Length: 8 days

Places Visited: Ponza, Palmarola, Ventotene, Ischia, Procida, Capri, Castellammare

Why we recommend this sample itinerary:

Pontine Islands, Ischia and South of Naples Sailing Tour engages you with local delights and authentic experiences as you travel between picturesque islands on a luxurious boat.

Sunsets wash over the horizon above the Tyrrhenian Sea, enchanting beaches fade into turquoise waters, antique architecture shares ineffable stories and thermal pools add to a sense of unparalleled opulence.

Whether following in the footsteps of royalty, learning the art of pottery, or enjoying the sound of the fluttering sails, you can bask in the sea breeze as you explore the wonderful islands around the Bay of Naples.

Learn more: 10 Best Italian Islands to Visit on Vacation

Length: 10 days

Places Visited: Milan, Lake Como, Langhe e Roero, Alba, Barolo, Lake Garda, Venice, Verona, Lake Maggiore

Why we recommend this sample itinerary:

Prestige, beauty, and charisma emanate from the renowned Borromean Islands on this Northern Italy Tour: Beauty, Culture, Food & Wine, where you can find the grandeur of the Belle Epoque, as the islands emerge from alpine lakes.

Instead of traveling to the coastline and into the sea, you can explore the splendor of Italy’s northern landscape as you immerse yourself in the majesty of a gilded palace and manicured garden overlooking the waters of Lake Maggiore.

Enjoy the beauty of the islands with incredible flavors found with a cooking class in a Piedmont castle, a visit to da Vinci’s Last Supper, and a sampling of the king of wines. From the home of Juliet to the canals of Venice, you can crown the luxuries of your northern Italy tour with the allure of the Borromean Islands.

Learn more: Northern Italy Itineraries & Tours

Length: 9 days

Places Visited: Capri, Ischia, Ponza, Ventonete, Rome

Why we recommend this sample itinerary:

Gems of the Mediterranean Italy Vacation introduce you to the island luxuries around the Bay of Naples, from Capri to Ischia and Ponza, before reaching Rome. Authentic culture, surprising forests, and exceptional seaside panoramas will immerse you in wonders of Italy that are often overlooked.

Thermal spas create a sense of unadulterated luxury. Colorful houses and a slower pace of life reflect a corner not yet well known to travelers. With breathtaking views of jagged islands and calm waters, the islands offer the perfect Mediterranean serenity.

When exploring the unique combination of islands, you can find captivating Michelin-starred flavor or simply embrace the therapeutic ambiance of your surroundings.

Learn more: Mediterranean Tours & Vacations • Mediterranean Travel Guide

Length: 9 days

Places Visited: Florence, Cinque Terre, Sardinia, Alghero, Cagliari, Oristano

Why we recommend this sample itinerary:

An Immersive Italian Tour to Florence, Cinque Terre & Sardinia celebrates the culture and heritage beyond the mainland and onto the ancient island of Sardinia.

Custom, natural wonder, and sandy beaches create an inescapable grandeur on the island as you find Gothic architecture or honey-colored seawalls. Discover riverside charm and unique rock towers, or embrace the azure waters that lap at the quiet beaches.

The mainland demonstrates the passionate artistry of Florence found in architecture, cuisine, and artisan crafts, in addition to the inescapable allure of Cinque Terre’s five towns connected by scenic trails. But the true spirit of exploration emerges from time in Sardinia, as you enjoy the combination of prehistoric, ancient, medieval, and natural splendors.

Learn more: Florence and Cinque Terre Itineraries & Tours

Ancient history, contemporary culture, and the welcoming traditions that emerge from colorful architecture, the islands of Italy can capture the imagination of any kind of traveler.

From learning about local delicacies to lounging on idyllic beaches, you can find inspiration for your trip with our sample Italy tours and vacations. Or, discover more information for your trip by visiting our Italy travel guide.