Tuscany
Trip to

Tuscany

15 picks

Tuscan countryside luxury, world-class wine, and timeless family moments

WeekendfamilyLuxuriousRomanticCulinary-focused

Highlights

Relax in natural hot springs and luxury spa facilities nestled in the Tuscan countryside, offering healing thermal waters and rejuvenating treatments.

Discover Chianti's rolling vineyards and visit family-friendly wineries for tastings and vineyard tours suitable for all ages.

Explore Florence's world-renowned museums and historic city center showcasing masterpieces from the Italian Renaissance.

Indulge in fine dining experiences that showcase Tuscan cuisine at its finest, from countryside restaurants to urban establishments.

Stay in converted medieval castles and historic estates offering luxury amenities with authentic Tuscan character and panoramic views.

Enjoy authentic Tuscan cooking classes and meals featuring local produce, cheeses, and wines directly from family estates.

Where to Stay

1 pick

Castello di Velona Resort, Thermal Spa & Winery
STAY

Castello di Velona Resort, Thermal Spa & Winery

Historic castle converted into luxury resort blending centuries-old architecture with modern amenities. Offers thermal spa, vineyard views, winery experiences, and gourmet dining—all within an authentic Tuscan setting.

Where to Eat

3 picks

Castello di Velona Winery Restaurant
EAT

Castello di Velona Winery Restaurant

On-site restaurant at the castle resort serving farm-to-table Tuscan cuisine paired with the resort's own wines. Dishes showcase local ingredients with countryside panoramic views of vineyards and rolling hills.

EAT

Spa Resort Thermal Pools Casual Dining

Light breakfast or brunch options available poolside at the thermal resort, featuring fresh pastries and healthy selections. Casual atmosphere perfect for families before spa activities.

EAT

Local Trattoria in Montepulciano Old Town

Charming family-run restaurant in the historic hilltop town specializing in handmade pasta, local meats, and Montepulciano wine. Rustic ambiance with terrace views over the Val d'Orcia landscape.

What to Do

6 picks

DO

Terme di Saturnia Natural Hot Springs & Spa

Luxurious thermal spa complex featuring natural hot springs with therapeutic mineral-rich waters. Offers indoor/outdoor pools, spa treatments, thermal treatments, and wellness programs in a serene countryside setting.

DO

Orcia Valley Scenic Photography Stops

Stop at iconic photo locations throughout the Val d'Orcia—rolling hills, cypress tree lines, and Renaissance chapel viewpoints. Perfect for families wanting to capture quintessential Tuscan landscape images.

Castello di Velona Winery Tour & Tasting
DO

Castello di Velona Winery Tour & Tasting

Guided tour of the estate vineyard and wine production facilities followed by wine tasting of the castle's own wines. Educational experience showing traditional winemaking techniques with family-friendly pacing.

DO

Chianti Wine Region Scenic Drive

Scenic drive through rolling vineyards, cypress-lined roads, and charming villages of the Chianti region. Stop at family-friendly wineries, olive oil producers, or scenic viewpoints showcasing quintessential Tuscan landscape.

DO

Montepulciano Medieval Hilltop Town Exploration

Picturesque Renaissance town perched on a hilltop featuring narrow medieval streets, historic palaces, Renaissance churches, and wine shops. Walking the town provides architectural beauty, panoramic views, and authentic village atmosphere.

DO

Thermal Pool Relaxation Time

Unstructured time in the resort's natural thermal pools, outdoor terraces, and grounds. Families can swim, relax, read, or simply enjoy the serene Tuscan countryside without scheduled activities.

Good to Know

5 picks

KNOW

Book Spa Treatments in Advance

Reserve massages, facials, and thermal treatments before arrival, especially during April-May and September-October. Popular time slots fill quickly, and booking ahead ensures your preferred times and therapists.

KNOW

Rent a Car for Countryside Exploration

Public transportation between countryside attractions is limited. Renting a car provides flexibility to explore wine villages, scenic drives, and dining destinations at your own pace without taxi/bus constraints.

KNOW

Understand Italian Dining Hours

Lunch typically runs 12:30-2:30pm, while restaurants close mid-afternoon (2-5pm). Dinner service begins around 8pm. Plan meals accordingly or dine at resort restaurants with flexible hours.

KNOW

Pack Layers and Comfortable Walking Shoes

Tuscan countryside has variable temperatures; mornings/evenings cool, afternoons warm. Hilltop villages require extensive walking on cobblestone streets. Comfortable, broken-in footwear essential for town exploration.

KNOW

Arrive Early in the Day for Resort Check-In

Check-in typically begins 3-4pm. Arriving mid-morning allows early access to thermal pools and spa facilities, maximizing relaxation time on arrival day.

Map

Map unavailable

Best For

Families seeking luxury relaxation and cultural enrichmentCouples celebrating special occasions in romantic settingsFood and wine enthusiasts wanting authentic regional cuisineWellness travelers looking for spa and thermal experiencesMultigenerational groups wanting activities for all ages

Start planning your trip with this itinerary in Takeoff.

Don't have the app? Download it free on the App Store.