Zeitrip Agency

Italy Family Adventure: 14 Days of History, Art & Gelato

Jul 18 - Aug 1, 2026

A stress-free 14-day family itinerary covering Rome, Florence, Tuscany, and Venice. Packed with kid-friendly tours, hands-on activities, and logistical details to keep everyone happy.

Friday, Jul 17(Day 1)
ORD → FCO
15:00 → 07:00 (Jul 17 - Jul 18)United UA970

Rome · Hotel de Russie (Family Suite)

Jul 17 → Jul 214 nights
Friday, Jul 17(Day 1)
Arrival + Piazza del Popolo Walk
11:00 - 13:00
Check in, first gelato, twin churches.
Spanish Steps + Trevi Fountain
16:00 - 19:00
Coins in the fountain! Evening is less crowded.
Pizza Dinner at Da Baffetto
20:00 - 21:30
Kids will love the thin Roman pizza!
Saturday, Jul 18(Day 2)
Colosseum + Roman Forum (Timed)
08:30 - 13:00
Early slot to beat heat. Underground tour for Luca!
Gelato at Fatamorgana
13:30 - 14:30
Best artisan gelato in Rome. Natural flavors.
Palatine Hill + Circus Maximus
16:00 - 18:30
Where emperors lived. Great views, shady trees.
Trastevere Dinner Walk
19:30 - 22:00
Wander the cobblestones, find a trattoria.
Sunday, Jul 19(Day 3)
Vatican Museums + Sistine Chapel (Timed)
08:00 - 12:00
First entry! Audio guides for kids. Sistine ceiling!
St. Peter's Basilica
13:00 - 15:00
Dome climb optional (500+ steps but worth it!).
Gladiator School for Kids
16:30 - 18:30
Luca & Sofia learn sword fighting! Parents watch with wine.
Monday, Jul 20(Day 4)
Pantheon + Piazza Navona
09:00 - 12:00
Free entry! Best ancient dome. Street artists in Navona.
Pizza-Making Class (Family)
15:00 - 18:00
Make your own pizza! Kids love it.
Evening Passeggiata in Centro
20:00 - 22:00
Italian tradition: evening stroll with gelato.
Tuesday, Jul 21(Day 5)
Rome → Tuscany
09:00 → 12:00
7-seater SUV rental. Pick up Rome, drop off Venice.
Drive to Tuscany via Orvieto
09:00 - 14:00
Stop at Orvieto for cathedral and lunch.

Tuscany · Borgo Santo Pietro (Family Villa)

Jul 21 → Jul 243 nights
Tuesday, Jul 21(Day 5)
Villa Pool Afternoon
15:00 - 18:00
Kids in pool, parents with Chianti.
Farm-to-Table Dinner
19:30 - 21:30
Michelin-starred. Kids menu available.
Wednesday, Jul 22(Day 6)
San Gimignano Tower Town
09:30 - 13:00
Medieval Manhattan! Climb the Torre Grossa.
World's Best Gelato at Gelateria Dondoli
13:00 - 13:45
Multiple World Champion! Must try.
Siena Piazza del Campo
15:00 - 18:00
Shell-shaped plaza. Let kids run around.
Thursday, Jul 23(Day 7)
Horseback Riding in Vineyards
09:00 - 11:30
Sofia will love this! Beginner-friendly horses.
Wine Tasting for Parents + Grape Juice for Kids
14:00 - 17:00
Brunello country. Kids get juice and snacks.
Sunset Dinner in Montepulciano
19:00 - 21:30
Hilltop town. Pici pasta is local specialty.
Friday, Jul 24(Day 8)
Drive to Florence
09:00 - 11:30
1.5 hour drive through Chianti.
Duomo + Brunelleschi's Dome Climb
14:00 - 17:00
463 steps! Kids will remember this forever.

Florence · Portrait Firenze (Penthouse Suite)

Jul 24 → Jul 273 nights
Friday, Jul 24(Day 8)
Ponte Vecchio Sunset Walk
18:30 - 20:00
Gold shops, river views, gelato.
Bistecca Fiorentina Dinner
20:30 - 22:00
Famous T-bone steak! Shared tables, authentic.
Saturday, Jul 25(Day 9)
Uffizi Gallery (Timed Entry)
08:15 - 11:30
Botticelli's Venus! Family audio guide available.
Mercato Centrale Lunch
12:00 - 13:30
Food hall! Everyone picks their own lunch.
Piazzale Michelangelo Sunset
18:00 - 20:00
Best panoramic view of Florence. Bring camera!
Sunday, Jul 26(Day 10)
Accademia (David Statue)
09:00 - 11:00
Michelangelo's David! Book timed entry.
Leather-Making Workshop
14:00 - 16:30
Kids make their own leather keychains!
Boboli Gardens Stroll
17:30 - 19:30
Renaissance gardens. Grottos, fountains, space to run.
Monday, Jul 27(Day 11)
Drive to Cinque Terre
08:30 - 12:00
Park in Monterosso. Train between villages.
Beach Time in Monterosso
14:00 - 17:00
Best beach in Cinque Terre! Rent umbrellas.

Monterosso · Hotel Porto Roca (Sea View Family)

Jul 27 → Jul 292 nights
Monday, Jul 27(Day 11)
Seafood Dinner at Miky
19:30 - 21:30
Fresh catch, sea views, kid-friendly.
Tuesday, Jul 28(Day 12)
Train to Vernazza + Manarola
09:00 - 13:00
Visit 2 colorful villages. Easy hike between.
Boat Trip Along the Coast
14:30 - 17:00
See all 5 villages from the sea! Kids love boats.
Sunset at Riomaggiore
18:30 - 20:30
Most picturesque village. Gelato and photos.
Wednesday, Jul 29(Day 13)
Drive to Venice + Check-in
08:00 - 13:00
Return car at Piazzale Roma. Water taxi to hotel!

Venice · Gritti Palace (Grand Canal Family Suite)

Jul 29 → Jul 312 nights
Wednesday, Jul 29(Day 13)
St. Mark's Square + Basilica
15:00 - 18:00
Pigeons, mosaics, campanile tower climb!
Gondola Ride at Sunset
18:30 - 19:30
Sofia's dream come true! Private gondola for 4.
Dinner at Gritti Terrace
20:30 - 22:30
Grand Canal views. Elegant last dinner.
Thursday, Jul 30(Day 14)
Doge's Palace + Bridge of Sighs
09:00 - 12:00
Secret itineraries tour is amazing for kids.
Murano Glass Factory Tour
14:00 - 16:30
Watch glass-blowing! Kids get small souvenirs.
Burano Colorful Houses
17:00 - 19:30
Rainbow houses! Best photos of the trip.
Cicchetti Bar Hop (Family Friendly)
20:00 - 22:00
Venetian tapas! Walk between bars, try everything.
Friday, Jul 31(Day 15)
Last Gelato + Airport Transfer
12:00 - 17:45
Water taxi to airport. Arrivederci Italia!
Friday, Jul 31(Day 15)
VCE → ORD
11:00 → 15:00United UA971

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