Best 14 Days in Italy — LGBTQ+ Friendly

Wander Trastevere's cobblestone lanes at sunset and eat supplì, cacio e pepe, and Roman pizza al taglio

Pre-book Vatican Museums tickets to see the Sistine Chapel and Raphael Rooms without queuing for hours

Sample 20+ tastings of Rome's best street food, wine, and local specialties across two neighborhoods at dusk

Visit the Pantheon, toss a coin in Trevi Fountain with the children, and stroll to Piazza Navona for gelato

Reserve a mandatory 2-hour slot at the Borghese Gallery, then let the children ride bikes and row boats in Rome's loveliest park

Book ahead for the Uffizi to see Botticelli's Birth of Venus, da Vinci's Annunciation, and the world's greatest Renaissance collection

Walk across the medieval Ponte Vecchio and browse Oltrarno's leatherworkers, bookbinders, and mosaic workshops

Climb 463 steps to the top of Brunelleschi's revolutionary dome for 360° views over Florence's terracotta rooftops

Book a timed slot to stand before Michelangelo's 5.17m marble David at the Galleria dell'Accademia

Take the public water bus to Burano's rainbow-painted houses and Murano's centuries-old glass furnaces

Enter St. Mark's golden Byzantine basilica and the Doge's Palace — book the Palace in advance to skip long queues

Walk Sorrento's clifftop center, descend to the fishing harbor, and take in views of Vesuvius across the Bay of Naples

Take the bus to Anacapri and descend by rowboat into the Blue Grotto's eerily glowing sea cave

Stroll to the clifftop park at the Gardens of Augustus — children love spotting the Faraglioni sea stacks from the viewpoint

Walk Positano's steep narrow lanes, photograph its pastel dome from the beach, and swim at Spiaggia Grande

Catch the morning hydrofoil to Capri, visit the Blue Grotto, and browse the glamorous Piazzetta before the return ferry

Book months ahead to see Leonardo's Last Supper mural — only 40 visitors admitted every 15 minutes

Stroll Milan's 12th-century canal network and join locals at canalside aperitivo bars from 6pm

Hike the Sentiero Azzurro coastal trail from Monterosso to Vernazza along dramatic cliffside paths above the Ligurian Sea

Swim and sunbathe at Monterosso al Mare's sandy beach — the only proper beach in Cinque Terre — with views of medieval towers

Drive through UNESCO-listed Val d'Orcia, stopping at cypress-lined roads, Pienza village, and a Brunello di Montalcino tasting

Swim from a private lido, rent a kayak, or sit on a villa garden terrace and watch the light change on the Alps

Cross the lake by ferry between Bellagio and Varenna, browsing pastel lanes, gelato shops, and silk boutiques