Tuscany
Trip to

Tuscany

15 picks

Where Italian luxury meets family togetherness in rolling hills

WeekendfamilyLuxuriousRomanticWellness-focused

Highlights

Rejuvenate in naturally heated thermal waters surrounded by Tuscan countryside at world-class spa resorts.

Savor exquisite courses at Michelin-starred restaurants showcasing regional specialties and local wines.

Marvel at iconic rolling vineyards and cypress-lined valleys that define the Tuscan aesthetic.

Wander cobblestone streets in medieval towns preserved for centuries with authentic Italian charm.

Experience breakfast spreads and cuisine sourced directly from estate gardens and local producers.

Stay in converted castles and villas offering five-star amenities within historic Tuscan settings.

Where to Stay

2 picks

Hotel Lungarno
STAY

Hotel Lungarno

Four-star riverside luxury hotel with family-friendly interconnecting rooms, excellent breakfast, and rooftop bar overlooking the Arno. Perfect base for exploring Florence's historic center.

Castello di Spaltenna Exclusive Tuscan Resort & Spa
STAY

Castello di Spaltenna Exclusive Tuscan Resort & Spa

Luxurious countryside resort in a transformed medieval castle surrounded by Chianti vineyards with infinity pool overlooking the landscape. Includes breakfast and offers complete wellness immersion.

Where to Eat

3 picks

Golden Tower Hotel & Spa Dining
EAT

Golden Tower Hotel & Spa Dining

Boutique hotel restaurant combining luxury with cozy, welcoming atmosphere. Elevated Florentine cuisine in intimate setting suitable for families.

Plaza Hotel Lucchesi Dining
EAT

Plaza Hotel Lucchesi Dining

Luxurious dining at boutique hotel with rooftop bar overlooking the river. Family-approved cuisine in sophisticated setting.

Castello di Velona Resort Restaurant
EAT

Castello di Velona Resort Restaurant

Fine dining within luxury castle resort surrounded by stunning Tuscan landscape. Wine pairings featuring estate and regional selections.

What to Do

5 picks

Florence Historic City Walk
DO

Florence Historic City Walk

Guided walk through Florence's medieval streets, Renaissance architecture, and historic piazzas. Visit Piazza della Repubblica and surrounding neighborhoods.

Castello di Spaltenna Infinity Pool & Grounds
DO

Castello di Spaltenna Infinity Pool & Grounds

Relax at the resort's infinity pool overlooking Chianti vineyards or explore the lush grounds surrounding the medieval castle.

Chianti Wine Region Drive
DO

Chianti Wine Region Drive

Scenic drive through rolling vineyards and cypress-lined valleys. Stop at villages and wineries for tastings (wine for adults, grape juice for children).

DO

Medieval Village Exploration - Cortona

Explore the hilltop medieval town with cobblestone streets, ancient architecture, and panoramic Tuscan views. Browse local artisan shops.

DO

Spa and Wellness Package Day

Full-day spa experience including thermal pools, massage, facial, and wellness treatments designed for family relaxation.

Good to Know

5 picks

KNOW

Book Restaurants in Advance

Reserve Michelin-starred restaurants at least 1-2 weeks ahead, especially for weekend dinners. Many luxury spots book months in advance during peak seasons.

KNOW

Embrace the Italian Dinner Schedule

Dinner typically begins at 8-9pm in Tuscany. Restaurants close between lunch (1-2pm) and dinner service (8pm). Plan afternoon activities accordingly.

KNOW

Pack Comfortable Walking Shoes

Medieval villages and city centers feature cobblestone streets and hills. Bring supportive, broken-in walking shoes for all family members.

KNOW

Thermal Spas Require Advance Booking

Reserve spa treatments and thermal pool times in advance, especially for specific time slots or specific treatments. Walk-ins may face 2-3 hour waits.

KNOW

Connecting Hotel Rooms for Families

Luxury Tuscan hotels offer interconnecting rooms ideal for families. Request these during booking to ensure privacy while staying close to children.

Map

Map unavailable

Best For

Families seeking luxury relaxation and fine diningCouples celebrating milestones with upscale experiencesMultigenerational groups wanting wellness and cultureTravelers prioritizing comfort and authentic Italian hospitality

Start planning your trip with this itinerary in Takeoff.

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