Italy 2026

A collection of 54 places curated by Liv Bailey

Places in this collection

  1. Cisternino

    attraction

    72014 Cisternino BR, Italy

    Narrow lanes, flower-filled balconies and tiny piazzas

    CisterninoView on Google Maps

  2. Ceglie Messapica

    attraction

    72013 Ceglie Messapica, BR, Italy

    One of the best food towns in Puglia, book dinner at Cibus

    Ceglie MessapicaView on Google Maps

  3. Alberobello

    attraction

    70011 Alberobello, Metropolitan City of Bari, Italy

    Iconic cone-shaped trulli buildings, wander through the Rione Monti district and explore the quieter streets around Aia Piccola

    AlberobelloView on Google Maps

  4. Bottega del Giglio

    shop

    Lungarno degli Acciaiuoli, 42r, 50123 Firenze FI, Italy

    Leather bags, belts, card holders, and passport holders. Embossing available. Mention Lauren for a free keychain.

    Bottega del GiglioView on Google Maps

  5. Loggia Roof Bar

    bar

    Piazza Santo Spirito, 9, 50125 Firenze FI, Italy

    Rooftop bar located in Hotel Palazzo Guadagni, make a reservation online because it gets crowded when the weather is nice

    Loggia Roof BarView on Google Maps

  6. Spa Della Calza

    activity

    Piazza della Calza, 6, 50125 Firenze FI, Italy

    Feels like a museum, has multiple saunas, a snow room, showers with water infused with mint, a stunning pool area, relaxation rooms, brunch and spa package on Sundays

    Spa Della CalzaView on Google Maps

  7. Val d'Orcia srl

    attraction

    Via Dante Alighieri, 33, 53027 San Quirico d'Orcia SI, Italy

    Closer to Siena, better rolling hills, iconic Cyprus roads, close to Pienza and Montepulciano, stunning boutique hotels, multiple day trip

    Val d'Orcia srlView on Google Maps

  8. Castellina in Chianti

    attraction

    53011 Castellina in Chianti, Province of Siena, Italy

    Closest wine region to Florence, rolling hills, wine tastings, perfect for a day trip

    Castellina in ChiantiView on Google Maps

  9. Osteria Senz'Oste

    restaurant

    Str. delle Treziese, 4, 31049 Valdobbiadene TV, Italy

    Unique wine experience, no reservations, no staff, just vending machines full of Prosecco, wine, cheese, and views

    Osteria Senz'OsteView on Google Maps

  10. Palazzo Vecchio

    attraction

    P.za della Signoria, 50122 Firenze FI, Italy

    Florence's city hall, you can buy a ticket just for the tower, which is my favorite because this way you can see the Duomo from above

    Palazzo VecchioView on Google Maps

  11. BABAE

    bar

    Via Santo Spirito, 21R, 50125 Firenze FI, Italy

    Surprisingly affordable wine window, you can keep the glass for a small fee

    BABAEView on Google Maps

  12. Vivoli

    cafe

    Via Isola delle Stinche, 7r, 50122 Firenze FI, Italy

    Viral affogato, there's a line and it is worth it

    VivoliView on Google Maps

  13. Giunti Odeon - Libreria e Cinema

    activity

    Piazza degli Strozzi, 50123 Firenze FI, Italy

    Movie theater and bookstore all in one

    Giunti Odeon - Libreria e CinemaView on Google Maps

  14. Sentierelsa Trail

    activity

    Via dei Cipressi, 2, 53034 Colle di Val d'Elsa SI, Italy

    Magical trail with crystal-clear turquoise water, small waterfalls, wooden bridges, and lush greenery, follows the Elsa River and leads to the Diborrato Waterfall, easy and mostly flat trail, shaded path, natural swimming spots

    Sentierelsa TrailView on Google Maps

  15. The Florence Rooftop (360 Florence Experiences)

    activity

    Via dell' Oriuolo, 3, 50122 Firenze FI, Italy

    Rooftop cooking class with 360 views of Florence, includes unlimited wine, aprons to keep, bruschetta, tiramisu, and pasta dishes. Book the 2:30 pm time slot to enjoy the sunset.

    The Florence Rooftop (360 Florence Experiences)View on Google Maps

  16. Misuri - Florence’s Historic Leather Shop

    shop

    Piazza di Santa Croce, 20, 50122 Firenze FI, Italy

    One of the oldest leather stores in Florence with unique quality pieces. Carries gloves, bags, belts. Free handmade leather gift with purchase when you save the video and show it at checkout. Custom gold or silver engravings of your initials on every piece for free.

    Misuri - Florence’s Historic Leather ShopView on Google Maps

  17. QC Terme

    accommodation

    Via Portuense, 2178, 00054 Fiumicino RM, Italy

    Wellness resort with gardens, saunas, pools, relaxation rooms, and spa treatments, 5 minutes from FCO airport, day pass available, happy hour from 5-6pm

    QC TermeView on Google Maps

  18. The Social Hub Florence Lavagnini

    accommodation

    V.le Spartaco Lavagnini, 70-72, 50129 Firenze FI, Italy

    Rooftop with pool and city views

    The Social Hub Florence LavagniniView on Google Maps

  19. Trattoria Sostanza

    restaurant

    Via del Porcellana, 25/R, 50123 Firenze FI, Italy

    Historic Florence trattoria (1869) famous for butter chicken, artichoke pie, and classic bistecca alla fiorentina in a simple setting.

    Trattoria SostanzaView on Google Maps

  20. Vini e Vecchi Sapori

    restaurant

    Via dei Magazzini, 3/r, 50122 Firenze FI, Italy

    Tiny family-run spot near Piazza della Signoria serving daily-changing traditional Tuscan dishes and handmade pasta; reservation needed.

    Vini e Vecchi SaporiView on Google Maps