Three Weeks in Europe: Where We Stayed, What We Ate, and the Outfits That Carried Me Through (With Two Kids)

Late Checkout is TQE’s travel vertical. Whether you’re seeking an Eat Pray Love moment of your own, or a wholesome family sojourn, we hope you embark on an adventure requisite of a late checkout below.

Our team is dedicated to finding and telling you more about the web’s best products. If you purchase through our links, we may receive a commission. Our editorial team is independent and only endorses products we believe in.

When I look back on our three-week vacation through Europe, the memories come in waves – sunlit café tables, clinking wine glasses, worn cobblestone streets, the cool hush of museums, dresses that felt like they belonged to the city I was in. It was a trip strung together by the places we stayed, the meals we shared, and the way each stop pulled me into its own ecosystem. Most noticeably, I unplugged from work, decompressed, and felt the relaxation, ease, and joy of a true Eat, Pray, Love vacation (even with two kids). I didn’t know how bad I needed this trip – my Oura Stress Scores were never lower, and have held strong since!

We like

We don't like

No items found.
No items found.

The Journey

Something to see around every corner of Madrid - my kids loved all the art!

We began in Madrid, where we stayed with my brother-in-law and his kids. Mornings started slow (hello, 10am wake-up) and with no real agenda or responsibilities aside from learning the ins and outs of the city, I immediately felt an exhale. Our days stretched long – strolling down the leafy Retiro Park paths, wandering into boutiques along Salamanca, and lingering over multi-course tapas spreads, where a three-hour lunch easily became dinner. I swear, I don’t think we ever stopped eating. What I loved most about Madrid was how easy joy seemed to come by. Older folks were dancing in street corners; younger people completely off their phones simply enjoying each other’s company and friendship at open restaurants and bars. It was so lively, and refreshing.

Rain or shine, Forte dei Marmi will not disappoint.

From there, we made our way to Forte dei Marmi, a somewhat infamous seaside town about an hour drive away from Florence (we rented a car at the airport after flying into Florence) that hums with life at every hour. We parents found our way easily – espressos, matchas, and pastries at cafés tucked off Via Carducci, late dinners at hidden trattorias (the authentic hole-in-the-wall restaurants were some of my favorite meals) – but Forte’s magic was really in its family-friendliness. The kids zipped around the piazza in their little kid go-karts, spent afternoons at the Forte Fun park, and even rode mini ponies through the town square. It was a true family-friendly haven. We spent a Sunday at Maito, one of the beach clubs, which was fun for the whole family. My husband and I also enjoyed a romantic half-day trip to a tiny town called Viareggio, 20 minutes away, for an authentic Italian, picture-perfect afternoon.

Always in the mood for a stroll.

In Florence, the pace shifted. We traded the coast for (hot) cobblestones, sun-soaked days spent climbing up to Piazzale Michelangelo for panoramic views, dipping into Uffizi’s Botticellis, and chasing gelato from shop to shop (there were a few days we had two each). Meals here tasted like they had been pulled straight from the earth–tomatoes so ripe they barely needed olive oil, pasta with truffle shavings that felt almost too decadent for a weekday lunch. My favorite memory, and meal, was a cooking class we did with The Cooking Touch where we made two types of pasta and a lava cake from scratch, beginning to end. The appetizer alone – a block of Parmesan cheese and a glass of red wine – was somehow remarkable and I’m still thinking about it today.

When in Italy, pasta-making is a must! 

London was next – our busiest destination (it was *packed*) – yet it managed to feel both grand and intimate at once. It was amazing to see the city for the first time through my kids’ eyes. We strolled through Notting Hill’s pastel rows, lost ourselves in Soho’s energy, and let the kids burn out their boundless energy in Hyde Park and at The Princess Diana Memorial. Every building felt like it had a story, and every street, a different rhythm. We loved staying at the classic Claridge's in Mayfair, which felt much slower and more our pace.

Strolling around Soho Farmhouse.

We ended the trip in Oxfordshire, an incredible bookend for the trip with a gorgeous spa, rolling hills, and cozy stone fireplaces. The contrast to our first stop in Madrid couldn’t have been sharper, but maybe that’s what made it all so memorable–every place carried its own kind of magic, but where we stayed in Oxfordshire is one of my favorite places in the world to truly exhale.

Here’s a breakdown of my top recommendations, place by place: 

Madrid

Where to Stay

Santo Mauro: 10 min walk from the busiest areas of the city, ideally located for both shopping and park strolls, with easy access to Madrid’s best tapas spots. It was tasteful and beautifully designed -I  highly recommend it. 

Nowhere to be, just us and the kids.

Where to Eat

  • Casa DaniIconic tortilla española at Mercado de la Paz, plus gambas worth dreaming about. For my LA local readers, we’re getting one at the Century City Mall sometime this year!
  • Los 33Sleek date night pick; order the bikini sandwiches (a rec from my co-worker)
  • LeñaMini burgers for the kids, chic ambience for you.
  • Aarde Sunny terrace lunch with global flavors.
  • AmazonicoVIP jazz bar energy; book ahead. The same co-worker mentioned above got us an amazing table for our date night, and it was another highlight of the trip!
  • CharruaRelaxed, delicious family dinner.
  • Pateo de Leon or Four Seasons RooftopFarewell views over the city.
Heirlooms of my dreams at La Boqueria Market.

What to Do

  • Evening walks along Calle Serrano and Jorge Juan.
  • Parque de Retiro with frozen yogurt stops at KALA Greek or Myka.
  • Museo Thyssen, Prado, or Reina Sofia.
  • Designer shopping on Ortega y Gasset (ahem, visit the Loewe flagship store for some serious retail therapy).

Forte dei Marmi & Viareggio

Where to Stay

Grand Hotel Principe di PiemonteOld-world elegance with sea views and a rooftop pool. Damn, this hotel was memorable. One of the oldest hotels in the region, it had an energy and magic to it that made me happy to be out of Forte proper. It’s a 20-minute taxi to Forte, but Principe’s stunning breakfast buffet alone made it worth it (and it didn’t hurt to see and talk to Kevin Spacey at breakfast).

Travel essentials: a Hunza G bikini to arrive in, ceramics to leave with.

Where to Eat

Forte de Marmi could be an eating tour on its own. 

What to Do

  • Bike to Bagno Piero or Bagno Annetta beach clubs. I walked everywhere!!
  • Forte’s Wednesday market in Piazza Marconi (got a couple of fun Gucci dupe sets for friends)
  • Day trip to Lucca or Viareggio for wall walks and picnics.
  • Gelato at La Chicca
A little dolce vita, a lot of prosciutto on repeat.

Florence

Where to Stay

Auberge Collegio Alla Querce - This hotel is *breathtaking*. The first Auberge in Europe (I’m a huge Auberge fan (see my reviews HERE, HERE, AND HERE). 

This is a 16th-century former boarding school turned Auberge, perched just 15 minutes above Florence. Think frescoed walls, cypress-lined drive, and the city’s largest pool (which we decided at the last minute we needed because of the kids and very hot Florence weather). The Collegio is equal parts old-world grandeur and modern hush, with olive groves, vaulted dining halls, and views of the Duomo that make you pause. I took the most pictures on the trips here–the ceramics, trees, interior details…all stunning and thoughtfully curated. I left thinking I needed two Tuscan terracotta full-body sculptures, but sadly just left with a hat.

It’s always gelato time in Italy.

Where to Eat

Taste-testing happiness.

What to Do

Mornings made of pastries, evenings made of gelato, plus every moment in between.

London

Where to Stay

Claridge’s – Quintessential London luxury with impeccable service.

Where to Eat

My kids’ first time in London means lots of sightseeing!

What to Do

The most perfect afternoon tea dress from Hemant & Nandita.

Oxfordshire

Where to Stay

Soho Farmhouse – A countryside haven blending rustic charm with every modern comfort. One of my favorite places on earth.

Where to Eat

  • Pen Yen Japanese robata grill excellence.
  • Main BarnBuzzy and warm, perfect for families.
The most luxurious and serene stay at Soho Farmhouse.

What to Do

  • Bike rides, boating, pottery painting.
  • Row a boat across the little lake for a peaceful (a surprisingly strenuous) experience 
  • Swim in the iconic outdoor pool. 
  • Take advantage of their new padel courts.
  • Book a movie night if you can in their one-of-a-kind theater, hidden behind an extensive garden. We saw The Naked Gun, which I thought was really fun and sweet.
  • Kids’ club is amazing for them, spa for you book the Lazy Lake jacuzzi for a memorable experience.
And of course the movie theatre happened to be stocked with Tony’s Chocolony.

Everything I Wore 

From linen dresses in Forte dei Marmi to polished tailoring in London, each look was chosen for both the setting and the mood. Once I add my full outfit list, you’ll see exactly what I packed, how I styled it, and the pieces that made it into heavy rotation.

No items found.
No items found.
No items found.
No items found.
No items found.
No items found.
No items found.
No items found.
No items found.
No items found.
No items found.

Shop The Edit

No items found.

Additional Reading

No items found.