Italy Road Trip

Italy Road Trip
Departed New York for Italy for your 10-year anniversary trip.

It was such a great trip!! We went from place to place and we saw the leaning tower of Pisa!!!

If I went again I would try a diff thermal pool I think, and try to do the hot air balloon in Tuscany at 6 am, and in Venice I would stay closer to the Jewish ghetto (everytime we left the hotel it was 100 dollars for the water taxi).

Hope I inspire you to have a great trip too!

Day 1 - Sunday, August 2, 2026

Travel
Travel
NYC → Rome

Day 2 - Monday, August 3, 2026

Accommodation
Accommodation
The Gritti Palace, a Luxury Collection Hotel, Venice - Campo Santa Maria Del Giglio, 2467, 30124 Venezia VE, Italy 🔗
Other
Other
Water Taxi to Gam Gam
Restaurant
Restaurant
GAM GAM Kosher Restaurant - Jewish Ghetto Entrance (Sottoportego di Ghetto Ebraico, Cannaregio, 1122, 30121 Venezia VE, Italy 🔗
Other
Other
Stroll through Venice tot the Gritti Palace
Other
Other
Spent the evening enjoying Venice without trying to pack in too much sightseeing

Day 3 - Tuesday, August 4, 2026

Activity
Activity
Jewish Quarter - C. del Magazzen, 2882, 30121 Venezia VE, Italy 🔗
Activity
Activity
Synagogue & Jewish Museum of Venice - Campo di Ghetto Nuovo, 2902, 30121 Venezia VE, Italy 🔗
Activity
Activity
Sinagoga Spagnola - Cl. Ghetto Vecchio, 1147, 30121 Venezia VE, Italy 🔗
Restaurant
Restaurant
Ba Ghetto Ristorante Glat Kosher - Cannaregio, 2873/c, 30121 Venezia VE, Italy 🔗
Travel
Travel
Venice → Florence
Other
Other
Picked Up Rental Car
Activity
Activity
Tower of Pisa - Piazza del Duomo, 56126 Pisa PI, Italy 🔗
Spontaneous detour. How cool! We actually climbed the tower.
Travel
Travel
Pisa → Tuscany
Accommodation
Accommodation
COMO Castello Del Nero - Str. Spicciano, 7, 50028 Barberino Tavarnelle FI, Italy 🔗

Day 4 - Wednesday, August 5, 2026

Activity
Activity
Terra di Seta - Loc, SP 9 di Pievasciata, n. 54, 53019 Macie SI, Italy 🔗
We did the:
* Winery tour
* Wine experience/tasting
* Lunch there
Travel
Travel
Tiera Di Seta → Siena
Activity
Activity
Siena Synagogue l - Vicolo delle Scotte, 14, 53100 Siena SI, Italy 🔗
Other
Other
Walked around Siena
Travel
Travel
Siena → Rapolano Terme
Activity
Activity
Terme San Giovanni - Via Terme S. Giovanni, 52, 53040 Rapolano Terme SI, Italy 🔗
Thermal pools. Relaxed in the thermal/mineral water.

Wasn’t a fan of the thermal pools honestly.

Day 5 - Thursday, August 6, 2026

Travel
Travel
Tuscany → Florence
Accommodation
Accommodation
The St. Regis Florence - Piazza Ognissanti, 1, 50123 Firenze FI, Italy 🔗
Activity
Activity
Synagogue and Jewish Museum of Florence - Via Luigi Carlo Farini, 6, 50121 Firenze FI, Italy 🔗
Other
Other
Walk around Florence
Restaurant
Restaurant
Ba Ghetto Ristorante Glat Kosher - Via Luigi Carlo Farini, 5r, 50121 Firenze FI, Italy 🔗

Day 6 - Friday, August 7, 2026

Travel
Travel
Florence → Naples
Travel
Travel
Naples → Capri
Accommodation
Accommodation
Pazziella, a Luxury Collection Hotel, Capri - Via Fuorlovado, 36, 80073 Capri NA, Italy 🔗
Other
Other
Walk around Capri
Other
Other
Shul
Restaurant
Restaurant
Capri Kosher Restaurant - Piazzetta Cerio, 11, 80073 Capri NA, Italy 🔗
Ate Friday-night dinner at the kosher restaurant in Capri

Day 7 - Saturday, August 8, 2026

Other
Other
Shul
Restaurant
Restaurant
Capri Kosher Restaurant - Piazzetta Cerio, 11, 80073 Capri NA, Italy 🔗
Had Shabbos lunch at the Capri Kosher Restaurant
Other
Other
Enjoyed a relaxing Shabbos
* Walked a lot * Relaxed at the hotel * Played cards * Had a quiet Shabbos rather than touring

Day 8 - Sunday, August 9, 2026

Activity
Activity
Gozzo Boat Tour around Capri
* Sailed around the island
* Saw the coastline and grottos
* Swam
* Spent about three hours on the water
Travel
Travel
Capri → Naples
Departure: 16:30
Travel
Travel
Naples → Rome
Accommodation
Accommodation
The St. Regis Rome - Via Vittorio Emanuele Orlando, 3, 00185 Roma RM, Italy 🔗
Restaurant
Restaurant
BellaCarne Kosher Restaurant - Via del Portico d'Ottavia, 51, 00186 Roma RM, Italy 🔗
Other
Other
Walked by/along the Tiber River

Day 9 - Monday, August 10, 2026

Restaurant
Restaurant
Ba Ghetto Ristorante Glat kosher Roma - Via del Portico d'Ottavia, 57, 00186 Roma RM, Italy 🔗
Breakfast
Activity
Activity
Great Synagogue of Rome - Lungotévere de' Cenci, 00186 Roma RM, Italy 🔗
Activity
Activity
Comunità Ebraica Di Roma - Largo Stefano Gaj Taché, 00186 Roma RM, Italy 🔗
Activity
Activity
Designer Outlet Castel Romano - Via del Ponte di Piscina Cupa, 64, 00128 Roma RM, Italy 🔗
We were sunburned from Capri and decided to do something indoor to get some relief instead of more outdoor activities. The mall wasn't major, but we were burnt.
Activity
Activity
Domus Aurea - Vle della Domus Aurea, 00184 Roma RM, Italy 🔗
The domus was amazing. Because it was indoor its was extremely hot, but not unbearable
Other
Other
Walked through Rome
Restaurant
Restaurant
Renato al Ghetto - Hostaria Kosher - Via del Portico d'Ottavia, 5, 00186 Roma RM, Italy 🔗
Other
Other
Ended the night at a waterfront hookah spot

Day 10 - Tuesday, August 11, 2026

Travel
Travel
Rome → Milan
Departure: 09:40
Arrival: 14:40
Our original train ticket had been booked for the wrong date and we had to rebook last minute. The train took longer due to construction, luckily we met a couple who worked for the FBI to keep us company.
Travel
Travel
Milan Malpensa Airport → NYC
leah

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Leah Matyas

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