Italy: Amalfi Sailing + Classic Cities (Four Package Options)

Location: Italy — sailing the Amalfi Coast & Bay of Naples (Positano, Procida, Ischia, Sorrento, Capri, Amalfi) plus Pompeii, Rome, Florence & Venice

Duration: 17 Days (June 18 – July 4, 2027)

Activity Level: Sailing & Culture

Accommodation: Private cabin during the 7-night Amalfi sailing week; hotels in Naples, Rome, Florence, and Venice for the land portion

Day 1 — Arrive in Naples (June 18)

Arrive in Naples and settle into the hotel, then stroll the lungomare for sea views and café terraces. Optional stop at Cappella Sansevero, and a true Neapolitan pizza dinner to close out the night.

Day 2 — Embark in Salerno, Sail to Positano (June 19)

Meet the crew at Marina d'Arechi for briefing, then set sail as the Amalfi Coast rises ahead. Arrive in Positano for postcard lanes and boutiques, with an optional cove swim and dinner overlooking the coastline.

Day 3 — Positano to Procida (June 20)

Cruise to colorful, low-key Procida for an afternoon on foot, a harborside aperitivo, and beach time at Chiaiolella. Evening docks at pastel-painted Marina di Corricella for a seafood dinner.

Day 4 — Procida to Ischia (June 21)

Sail to volcanic Ischia, with options to climb Castello Aragonese, wander La Mortella Gardens, or soak in a thermal spa. Dinner features the island specialty coniglio all'ischitana.

Day 5 — Ischia to Sorrento (June 22)

Sail to Sorrento's cliffs and lemon groves, with a swim stop and time ashore among ceramics shops and cafés, including a visit to the hidden Vallone dei Mulini ravine. Relaxed evening back onboard.

Day 6 — Sorrento to Capri (June 23)

Anchor near Marina Piccola for views of the Faraglioni sea stacks, then spend the afternoon boutique browsing, a coastal walk or chairlift, and an aperitivo. Sea conditions permitting, visit the Blue Grotto area before an evening in Capri.

Day 7 — Capri to Capo Conca Bay & Amalfi (June 24)

Swim and snorkel at the quiet, cliff-framed Capo Conca Bay, then continue to Amalfi for an evening in the cathedral piazza, artisan shops, and an optional stop at the Paper Museum.

Day 8 — Amalfi to Salerno, Return to Base (June 25)

A final scenic cruise back to Salerno closes out the sailing week, with time to settle up and enjoy one last evening at the marina, plus an optional stroll and gelato along the waterfront.

Day 9 — Disembark, Pompeii Tour, Continue to Rome (June 26)

After breakfast, disembark and take a guided walk through Pompeii's ancient streets, forum, baths, and preserved homes. Continue to Rome and check in for the next leg of the trip.

Day 10 — Rome: Piazzas & City Icons (June 27)

An easy-paced walk through Rome's grand piazzas and fountains, including the Spanish Steps, Trevi Fountain, and Pantheon, to get a feel for the city before the bigger ancient and Vatican days ahead.

Day 11 — Ancient Rome: Colosseum & Forum (June 28)

A guided deep dive into ancient Rome, stepping into the Colosseum before continuing through the Roman Forum and Palatine Hill, with stops throughout for photos and storytelling.

Day 12 — The Vatican: Museums, Sistine Chapel & St. Peter's (June 29)

A guided tour of the Vatican Museums leads to the Sistine Chapel, followed by St. Peter's Square and, time permitting, the interior of St. Peter's Basilica, before a relaxed late afternoon in the city.

Day 13 — Transfer to Florence & Renaissance Intro (June 30)

Travel north to Florence, the cradle of the Renaissance. After check-in, a first walk through the historic center takes in the Duomo, Ponte Vecchio, and Piazza della Signoria, followed by an unhurried dinner.

Day 14 — Florence: Art, Craft & Views (July 1)

A curated museum visit (often the Accademia or Uffizi) anchors the day, with time to wander artisan streets and shops, finishing at a scenic overlook like Piazzale Michelangelo for panoramic views.

Day 15 — Transfer to Venice & St. Mark's Area (July 2)

Arrive in Venice and take in St. Mark's Square, the basilica, and bell tower, then walk with a guide through elegant lanes and smaller squares, with time for photos, gelato, and wandering.

Day 16 — Venice: Lagoon Islands & Neighborhoods (July 3)

A boat trip to the lagoon islands of Murano (glassmaking) and/or Burano (colorful houses) offers a change of pace, followed by time in Venice's quieter, more local neighborhoods.

Day 17 — Depart for Home (July 4)

Transfer to the Venice airport for departure, closing out a journey that combined Italy's coast, islands, ancient wonders, and iconic cities.

• Private catamaran

• Private crew

• Select meals

• Private bus transfers

• Hotel accommodations

• International airfare

• Personal expenses

• Travel insurance

• Airport transfer

• Gratuity