Timeline: Dream Vacation | Timetoast

May 4, 2026

Day 1

Flight
May 5, 2026

Day 2

Tour of Rome
Rome
May 6, 2026

Day 3

Naples
http://www.tripadvisor.com/Attraction_Review-g187785-d2161503-Reviews-Bourbon_Tunnel-Naples_Province_of_Naples_Campania.html
May 7, 2026

Day 4

Naples
http://www.viator.com/tours/Naples/Private-Tour-Pompeii-Half-Day-Trip-from-Naples/d508-2958PP?aid=tripen1&refid=VRLfIwokHTwAAGleOaUAAAAG
From $34.51
May 8, 2026

Day 5

Florence
http://www.tripadvisor.com/Attraction_Review-g187895-d651063-Reviews-Castello_del_Trebbio-Florence_Tuscany.html
May 9, 2026

Day 6

Florence
http://www.tripadvisor.com/Attraction_Review-g187895-d523496-Reviews-Galleria_Palatina_in_Palazzo_Pitti-Florence_Tuscany.html
May 10, 2026

Day 7

Milan
http://www.viator.com/tours/Milan/Private-Tour-Milan-Walking-Tour/d512-2734MIL01CITY?aid=tripen1&refid=VRLidQokKi0AACbuXiAAAAAK
May 11, 2026

Day 8

Milan
http://www.viator.com/tours/Milan/Skip-the-Line-Milan-Duomo-Tour/d512-6404DUOMOINSIDE?aid=tripen1&refid=VRLijQokKF8AAHLyGesAAAAd
May 12, 2026

Day 9

Venice
http://www.viator.com/tours/Venice/Skip-the-Line-Venice-in-One-Day-Including-Boat-Tour/d522-2635V1DAY?aid=tripen1&refid=VRLjYgokKkQAAGHJDQgAAAAg
May 13, 2026

Day 10

Venice
http://www.viator.com/tours/Venice/Venice-Super-Saver-Skip-the-Line-Doges-Palace-and-St-Marks-Basilica-Tours-plus-Venice-Walking-Tour/d522-2635DOGESMARKPALA?aid=tripen1&refid=VRLjmAokKGMAAEicFQEAAAAf
May 14, 2026

Day 11

Sistine Chapel Tour
Rome
May 15, 2026

Day 12

Colosseum Tour Rome
May 16, 2026

Day 13

Rome
http://www.viator.com/tours/Rome/Private-Tour-Classical-Rome-Art-History-Walking-Tour/d511-3207_3?aid=tripen1&refid=VRWHRAokHiAAAE2GHgQAAAAS
May 17, 2026

Day 14

Flight