Italy in May is the perfect feeling! We can’t wait!!
Starting the week off in Florence and ending in Milan, this is the perfect girls trip!
Plus, imagine all of us exploring Lake Como together!
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WHEN: May 24th - 30th, 2025
(Memorial Day Weekend)
PRICE: $2,850 USD Per Person (Double Occupancy)
DESTINATION: Italy (Florence and Milan)
TOUR LENGTH: 7 Days & 6 Nights
✨7D/6N Luxury Accommodation
✨Full Day Wine Tasting & Horseback Riding Experience in Tuscany
✨Full Day Visit to Lake Como
✨Boat Party on Lake Como with Wine & Local Host
✨ Gelato & Pasta Making Class
✨Visit Duomo of Milan
✨Private Walking Tour of Florence & Milan with Local Guide
✨Daily Breakfast and 1 Welcome Dinner
✨Admission Tickets to Sites and Museums
✨Group Airport Transfers
✨ Train Tickets to Milan & Lake Como
✨Welcome Gift
✨Creating new friendships & joining the DT family
✨Coordination and attentive customer service by the Dreamy Trips team
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Ciao Bella! Welcome to Italy!
Landing in Florence and embracing the Tuscan lifestyle, effortless. Today will be an easy day of check-in’s, welcomes, and meeting your new travel besties!
In the evening, we’ll have a fun welcome dinner arranged for the girls to have their first taste at true Italian pasta!
Activities:
Hotel Check-In & Orientation
Welcome Dinner -
Vacation means taking things easy, so we’ve planned the first day to be pretty relaxing! The perfect chance to have a sleep in, enjoy the hotel breakfast, and explore the neighborhood.
In the afternoon, a local guide will lead us on a private tour of Florence. You’ll get to immerse yourself in Michealangelo’s world!
In the evening, we’ll have free time to explore the streets of Florence.
One of our favorite travel memories was when we bought a few bottles of wine and watched sunset together at Piazzale Michelangelo!
Activities:
Walking Tour of Florence with Private Guide
Evening Free Time
Optional visit to Piazzale Michelangelo -
While we’ve already fallen in love with Florence, the region of Tuscany is equally worth exploring!
Today we’re doing things a little different with a horseback riding tour! The ride will last approx 1 hour where you’ll be surrounded by olive trees, vineyards, typical Tuscan country houses and colored fields. It’ll be stunning!
After, our local hosts will give us a tour of their Tuscan Villa and Wine Cellars. We’ll get to enjoy a nice wine tasting before heading back to Florence.
Activities:
Full Day Horseback Riding and Wine Tasting Tour -
So many memories made in Florence, now time to catch the train to Milan - the fashion capital of the world!
We absolutely love traveling by train with the girls! The chaos, train snacks, and endless deep chats - this is where you really connect with your new travel friends.
Once checking into our hotel in Milan, we’ll then explore the city with a visit first to the famous Duomo! Let’s grab those cute IG pics!
From there, our local guide will show us the hidden secrets, restaurants, and history of the city.
Note: We may offer to upgrade the walking tour to a walking street food experience.Activities:
Travel via train to Milan
Hotel Check-In
Guided Walking Tour of Milan -
This just might be the most insane day of the trip, and we’re trying something new!
While our tours usually consist of polished guided tours, today we’ll be taking the train to Lake Como and exploring on our own! We can’t explain the feeling of Euro-Summering, but this is definitely it!
Once we get to the lake, we’ll be met by our boat captain for an intimate boat party - think wine, cheese, dancing, and even a swim if you’d like!
Nothing says the start of summer more than a swim at Lake Como!In the evening we’ll make our way back to Milan via train.
Activity:
Full Day Visit to Lake Como with Boat Party -
It’s our last full day in Italy, time has gone by so fast! Down for one more last activity?
We’ll be meeting an Italian family in the center of Milan to learn gelato and pasta making at their historic home. They will be teaching us their family recipe for homemade pasta, tagliatelle, and ravioli.
You will then enjoy your meal in the romantic orangery with white wine and homemade limoncello. So cute!
In the evening, you’ll have free time to potentially visit the famous Terrazzo Aperol (depending on time and availability)!
Activities:
Ice Cream and Pasta Making Class
Evening Free Time & Optional Visit to Terrazzo Aperol -
With the trip coming to an end, we’ll pack our bags and say our goodbyes. Airport transfers will be ready to take the girl’s on their next adventure.
Activities:
Airport Transfers to Milan Malpensa Airport
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During our time in Italy, we will be staying in Florence and Milan! The boutique hotels that we have selected have amazing location (walking distance to the city center) and are incredibly trendy.
The photos reference the hotel we will be staying at. It’s going to be a good time!
Note: As we are staying in boutique hotels, not all hotel rooms will be the same.
The payment of $2,850 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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