From Naples to Sicily with love
Details
From Naples to Sicily with Love is a gay-friendly journey through two of Italy’s most captivating regions, blending art, history, local flavors, and hidden LGBTQ+ stories.
Start in Naples and its surroundings, discovering the city through its curiosities, lesser-known corners, and the LGBTQ+ figures who helped shape its cultural identity. Explore the extraordinary ruins of Pompeii and Paestum, then slow down in Sorrento, the perfect place to enjoy the relaxed coastal lifestyle and taste the region’s iconic limoncello.
Continue to the legendary island of Capri—chic, stylish, and timeless—where you can enjoy the scenery, browse elegant boutiques, and soak up the island’s glamorous atmosphere.
Then the journey moves to Eastern Sicily, a land of Baroque beauty and breathtaking landscapes. Discover Taormina, one of Italy’s most beloved gay-friendly destinations, known for its sweeping views over the Mediterranean, charming streets, and stunning beaches. End in Catania, a vibrant city at the foot of Mount Etna, where history, architecture, and Sicilian energy come together in an unforgettable way.
From Naples to Sicily with Love is a gay-friendly journey through two of Italy’s most captivating regions, blending art, history, local flavors, and hidden LGBTQ+ stories.
Start in Naples and its surroundings, discovering the city through its curiosities, lesser-known corners, and the LGBTQ+ figures who helped shape its cultural identity. Explore the extraordinary ruins of Pompeii and Paestum, then slow down in Sorrento, the perfect place to enjoy the relaxed coastal lifestyle and taste the region’s iconic limoncello.
Continue to the legendary island of Capri—chic, stylish, and timeless—where you can enjoy the scenery, browse elegant boutiques, and soak up the island’s glamorous atmosphere.
Then the journey moves to Eastern Sicily, a land of Baroque beauty and breathtaking landscapes. Discover Taormina, one of Italy’s most beloved gay-friendly destinations, known for its sweeping views over the Mediterranean, charming streets, and stunning beaches. End in Catania, a vibrant city at the foot of Mount Etna, where history, architecture, and Sicilian energy come together in an unforgettable way.
Itinerary
Day 01 - Naples
Arrival at Rome Fiumicino Airport and transfer to Roma Termini Railway Station.
High-speed train to Naples. Upon arrival, meet a member of our staff at the station and enjoy a private transfer to your 4-star hotel.
Free time for the rest of the day.
Day 02 - Naples
Breakfast at the hotel.
This morning you’ll visit the National Archaeological Museum of Naples, home to extraordinary frescoes, statues, and mosaics excavated from Pompeii and other ancient sites. The collection also includes important homoerotic artworks, such as the statue group of Harmodios and Aristogeiton, the celebrated pair associated with the origins of Athenian democracy. You will also visit the famous Gabinetto Segreto (Secret Cabinet), a unique collection of erotic art that—until the 1960s—was reserved only for “people of mature age and respectable morals.”
The tour continues with a visit to San Giovanni Maggiore, a church built over the remains of an ancient pagan temple, believed by some sources to be connected to Emperor Hadrian and the memory of Antinous. You’ll then stop at Santa Maria del Carmine, where Conradin of Swabia and his cousin Frederick are buried.
To end the day on a sweet note, treat yourself to one of Naples’ iconic desserts: babà, at one of the city’s best pastry shops (for example Scaturchio, Carraturo, Bellavia, and others).
In the evening, enjoy a true Neapolitan classic: pizza. We suggest one of the city’s most famous pizzerias, such as Sorbillo, where tradition is still alive in every bite. As you may know, pizza was born right here in Naples, and the dish became widely known under its modern name starting from the 19th century, even though its origins are much older.
For nightlife, Naples’ LGBTQ+ scene often gathers around Piazza Bellini, a favorite hangout for locals and visitors alike. Two popular venues are FREEiD (Vico San Geronimo) and Ghetto Crime Bar (Via Giuseppe Ferrigni).
Day 03 - Pompeii & Paestum
Breakfast at the hotel and departure for Pompeii.
Pompeii—tragically destroyed by the eruption of Vesuvius—offers a unique insight into daily life in Roman times, including how sexuality was represented in art and private spaces. During the visit, you’ll explore key areas of the archaeological site, including the famous bath complexes, where erotic frescoes and scenes are still visible today.
In the afternoon, transfer to Paestum, one of the most impressive archaeological sites in Southern Italy. Here you’ll visit the museum and the world-famous Tomb of the Diver, celebrated as the only surviving example of Greek painting with figurative scenes preserved in its entirety from the Classical period. The frescoes depict a banquet scene with ten men reclining on klinai, playing music and enjoying entertainment. Two figures appear in a moment of intimate affection—an important historical reference to relationships and social customs in ancient Greek culture.
Return to Naples.
Optional lunch suggestion: Restaurant Add’u Mimi’ (Pompeii), known for a seasonal “0 km” menu based on local ingredients, with an excellent wine cellar.
Day 04 - Sorrento
Breakfast at the hotel and hydrofoil transfer to Sorrento.
Enjoy a full-day visit to this charming seaside town overlooking the Tyrrhenian Sea. Stroll through Sorrento’s narrow lanes, filled with artisan boutiques, local delicacies, and panoramic viewpoints. You’ll have time to shop for regional specialties and, of course, taste limoncello, the iconic liqueur made from the area’s fragrant lemons.
Return to Naples in the afternoon.
Day 05 - Capri
Breakfast at the hotel and departure by hydrofoil to Capri.
Capri has long been a symbol of beauty, freedom, and reinvention. It was famously loved by Emperor Tiberius, and later became the setting of the well-known scandal involving Alfred Krupp, a wealthy industrialist whose private life sparked intense public attention at the beginning of the 20th century.
Today, you’ll explore the island’s layered history and its long-standing appeal to artists, intellectuals, and travelers seeking a more open-minded environment—especially between the late 19th century and the post–World War II era, when Capri became a true refuge for cosmopolitan society.
A highlight of the day is Villa Lysis, one of the island’s most fascinating residences, filled with symbolic details and refined decoration—an atmosphere that recalls the aesthetics of the Belle Époque.
Check in at your hotel in Capri and enjoy a free evening.
Overnight in Capri.
Day 06 - Capri
Today is fully dedicated to relaxation and the sea.
Enjoy Capri at your own pace: spend time at the beach, swim in crystal-clear waters, or explore the island’s most iconic viewpoints. If you wish, you can visit the legendary Faraglioni, the dramatic rock formations rising from the sea, one of Capri’s most celebrated natural landmarks.
Savor the island’s flavors with a seafood lunch in one of the local restaurants or traditional fish spots.
Overnight in Capri.
Day 07 - Catania
Breakfast at the hotel. Private car transfer to Naples Airport and flight to Catania.
Upon arrival, meet your driver for a private transfer to Taormina. In the afternoon, we recommend a relaxing walk through the historic center, the perfect first taste of Sicily’s most elegant coastal town.
Dinner at an LGBTQ+-friendly restaurant, featuring traditional Sicilian specialties.
Overnight in Taormina.
Day 08 - Taormina: Von Gloeden’s Legacy
Meet your local guide and explore Taormina through the fascinating story of Wilhelm von Gloeden, the German photographer whose life and work deeply shaped the town’s identity.
After arriving in Taormina, he developed his artistic vision and built an international reputation with photographs that became iconic—especially his staged classical-inspired portraits featuring young Sicilian models crowned with laurel wreaths. For nearly fifty years, von Gloeden’s presence became inseparable from the town’s cultural and sensual aura.
Taormina has long been a destination for writers, artists, and influential figures, including Oscar Wilde, the legendary actress Eleonora Duse, and her companion Gabriele D’Annunzio.
After the visit, the rest of the day is dedicated to Taormina’s seaside charm: golden beaches, crystal-clear waters, and hidden coves where you can slow down and fully enjoy the Sicilian atmosphere.
Overnight in Taormina.
Suggested lunch: Restaurant Al Saraceno, for Mediterranean cuisine and a breathtaking view.
Day 09 - Taormina: Boat Experience
Today you’ll enjoy a boat excursion along Taormina’s spectacular coastline.
You’ll discover some of the area’s most famous sea highlights, including: Bay of Naxos, Cave of Love, Capo Taormina, Sirens Bay, Isola Bella, the Blue Grotto, Mazzarò, and St. Nicholas Bay.
During the cruise, you’ll have time to swim in the clear waters and admire the unique landscape of Taormina—pebble beaches, lush Mediterranean vegetation, and constantly changing colors. In Giardini Naxos, you’ll notice the coastline shifting from golden sand to silver-gray stones.
Return in the evening.
Dinner on board.
Overnight in Taormina.
Day 10 - Catania & Mount Etna Wine Experience
Today you’ll discover two unforgettable sides of eastern Sicily: Catania’s Baroque beauty and the dramatic landscapes of Mount Etna.
Start with a guided tour of Catania, including:
Piazza Federico di Svevia, Castello Ursino, the Roman baths, the vibrant fish market, and Duomo Square, home to the iconic Elephant Fountain, one of the city’s symbols.
In the afternoon, head to Mount Etna, the highest active volcano in Europe. Walk through forests, ancient craters, and striking lava formations shaped by centuries of eruptions.
The day ends with a visit to a local winery on Etna’s slopes: explore the vineyards and enjoy a tasting of four Etna wines, paired with a delicious Sicilian brunch featuring fresh local products (cheeses, cured meats, legumes, olive oil specialties, and bread).
Return in the evening to Taormina.
Overnight in Taormina.
Day 11 - End of Services
Morning private transfer to Catania Airport and flight to Rome.

Naples

Pompeii

Sicily
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From Naples to Sicily with love
From € 4,421
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