Summer is around the corner - and Italy is calling! ✨

Experience the perfect mix of fashion, art, and dreamy escapes as we explore chic Milan and romantic Florence. Indulge in fresh pasta, stroll iconic landmarks, and shop the world’s most stylish streets.

Then it’s off to Lake Como for a luxurious day trip - sparkling waters, grand villas, and that golden-hour boat moment you’ll never forget.

Your most stylish European summer is waiting - secure your spot before it sells out! 🇮🇹💫

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WHEN: May 23th - 29th, 2025
(Memorial Day Weekend)

PRICE: $3,250 USD Per Person (Double Occupancy)

DESTINATION: Italy (Florence and Milan)

TOUR LENGTH: 7 Days & 6 Nights


 

✨7D/6N Luxury Accommodation
✨Wine Tasting & Horseback Riding in Tuscany
✨Day Trip to Lake Como & Villa D’Este
✨Luxe Boat Tour around Lake Como with Wine
✨Rooftop Pasta Making Class with Duomo View
✨Visit Duomo of Milan
✨Milan Shop & Walk Tour with a Local Designer
✨Daily Breakfast and 1 Welcome Dinner
✨Admission Tickets to Sites and Museums
✨Group Airport Transfers, Train Tickets, & Transport
✨Welcome Gift
✨Creating new friendships & joining the DT family
✨Coordination and attentive customer service by the Dreamy Trips team


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  • 🇮🇹 Touch down and step right into Tuscan magic.

    ✨ Check into our stylish boutique hotel in Florence and settle into your chic room - elegant interiors, soft linens, and Renaissance charm at every corner.

    🧳 Freshen up, relax, or join the girls for an Aperol spritz in a sun-lit piazza

    🍝 Our welcome dinner just steps away from the Duomo - the perfect kickoff to your Italian summer. Cheers to new adventures, new friendships, and living your very own la dolce vita!

  • ✨ Enjoy a slow and dreamy morning - sleep in, savor a delicious hotel breakfast, and explore the charming streets right outside your hotel door.

    🍝 In the afternoon, we’ll head up to a stunning rooftop for a pasta-making class with unforgettable views of the Duomo. Sip wine, learn from a local chef, and create fresh pasta like a true Italian.

    🌅 As the sun begins to set, we’ll make our way to Piazzale Michelangelo - Florence’s most iconic viewpoint - for a golden hour sundowner party with the girls and the entire city glowing below.

  • 🇮🇹 Time to explore the true Tuscany

    🐴 This morning, we’ll head out of the city for a horseback riding adventure through olive groves, rolling vineyards, and postcard-perfect countryside views. Breathe in the fresh Tuscan air and soak up all the beauty around you - it’s truly magical.

    🍷 After the ride, our gracious hosts will welcome us into their Tuscan villa and wine cellars for a guided visit and a delicious wine tasting - the perfect way to unwind in the countryside.

    🌇 We’ll return to Florence in the late afternoon, with the rest of the evening free to enjoy as you wish - dinner, gelato strolls, or both!

  • 🇮🇹 Ciao Florence… hello Milan - the fashion capital of the world!

    🚄 This morning, we’ll hop on a scenic train ride to Milan. Think train snacks and those deep chats that turn travel buddies into true besties.

    ✨ Upon arrival, we’ll check into our hotel and settle in before heading out to explore. First stop: the iconic Duomo di Milano - time for the most fashionable IG photos ever!

    🍷 Then our fabulous local guide - a former fashion house insider - will take us on a stylish tour through Milan’s hidden gems, luxury boutiques, and trendy corners of the city. And yes… her adorable dog joins the tour too! 🐶💁‍♀️ Expect a wine stop, designer store browsing, and stories that make Milan feel like home.

  • This morning, we head to Lake Como - dolled up, our best outfits on, and that carefree summer feeling kicking in. This is what European summers are all about.

    🍸 First stop: the iconic Villa D’Este - one of the most luxurious lakeside hotels in the world. We’ll explore the stunning gardens and enjoy a drink (not included) with picture-perfect canal views. Total main character energy. ✨💐

    Then we’ll board our private boat for an intimate boat party - wine, young Italian boat boys, dancing, and a swim in the most gorgeous turquoise water you’ve ever seen. Because what is Lake Como without a splash? 👙

  • 🇮🇹 Our last full day in Italy - so make it truly yours.

    🌞 Today is a free day to do exactly what you’re in the mood for. Shop the best designer stores in the world, sip a spritz in a chic piazza, roam stylish neighborhoods, or simply slow down and soak up the Milanese lifestyle - your day, your vibe. ✨

    🍽️ In the evening, we’ll reunite the whole squad for a special final group dinner - the perfect way to toast to new friendships, unforgettable memories, and the most dreamy Italian summer (Not Included)

  • This morning, we’ll pack up our memories (and all that new shopping 😉) and say our goodbyes to Italy and each other.

    Group airport transfers will be arranged to get everyone smoothly on their way to their next adventure.

 
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✨ In Florence, we’ll be checking into The Hoxton - a boutique hotel with sun-lit social spaces perfect for morning cappuccinos or evening Aperol spritz vibes.

✨ In Milan, we’ll be staying at another boutique hotel, also walking-distance from the heart of everything - perfect for shopping, exploring, and living la dolce vita.

🛏️ Please note: because these are stylish boutique hotels, not all rooms will look exactly the same — but each brings its own charm and character.

 
 
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The payment of $3,250 USD towards your Italy trip can be paid out monthly or in full. Sign ups will stay open until the trip is sold out.

Prices are based on double occupancy – this means you will be paired with another solo traveler or a friend of your choice. You can also opt in for a single room at an additional cost.

 Payment plans are available after $300 USD deposit to secure your spot. Please reach out to us to discuss payment plan options.

 
 

** Please note that the price above does not include your international flight, visa, transaction fees, or any other personal travel fees.

 
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