Cross the Italian Classics off your list

DATES: MAY 13-20, 2026
OPTIONAL VENICE EXTENSION: MAY 20-22, 2026

Why travel with us?

Our team has spent countless hours planning trips, traveling, and experiencing new cultures. Our travel expertise and our passion to build a community of travel girls is what led us to start Scout Escapes. We love that traveling can create life-long friendships through experiences you’ll never forget. Here’s what our Classic Italy group trip can offer you:

  • Expert team to research & plan every trip detail
  • Bespoke itineraries with a balance of activities & free time
  • Small-group environment to forge true connections
  • Bucket-list experiences with trusted guides, drivers & vendors
  • Top-notch boutique & luxury hotel selection

How it works

REGISTER

Register online to receive confirmation information & book a call with our team to go over group trip details

CONFIRM

Confirm your spot with our trip deposit & booking agreement. Set up your payment plan or financing with Affirm

PREPARE

Prepare for your trip by filling out our detailed questionnaires, joining our group trip chat & pre-trip welcome call

HOTEL SELECTION

Where are we staying?

We want to prioritize your comfort and convenience to provide you the best group travel experience, so we have chosen beautiful 5-star hotels in prime areas of Rome, Florence & Venice.

U-Visionary Roma is a stylish hideaway in the heart of Rome, where thoughtful design, modern comforts, and a prime location make it easy to unwind after a day exploring the city – 4 nights

Tivoli Palazzo Gaddi is a 5-star historic boutique hotel in the city center of Florence with opulent interiors and a rooftop bar with the most iconic view of the Duomo–3 nights

Grand Hotel Palazzo dei Dogi (optional extension) is a 5-star boutique hotel set in a historic 17th-century palace with elegant Venetian-style rooms, a renowned private botanical garden, and a private pier on the lagoon – 2 nights


  • Elegant view of the Trevi Fountain showcasing its Baroque architecture and sculptures in Rome, Italy.
  • Vibrant spring view of the Colosseum in Rome framed by lush trees and flowers.
  • Close-up of a pink gelato cone held outdoors in Rome, Italy. Perfect treat on a sunny day.
  • Historic Ponte Vecchio bridge in Florence, Italy, over the Arno River at sunset, famous for its shops.
  • Statue of David by Michelangelo displayed indoors in Florence museum.

    • ACTIVITIES & EXCURSIONS

    What are we doing?

    We have crafted a balanced itinerary with a mix of top sightseeing, cultural experiences & unique bucket-list activities while having plenty of free time to explore on your own! 

    Sample Classic Italy Itinerary:

    • Day 1: Arrival day, check-in, welcome dinner
    • Day 2: Private guided Vepsa tour around Rome, free time at leisure
    • Day 3: Visit the Colosseum & Roman forum, optional Roman foodie tour
    • Day 4: Private guided Vatican tour, free time at leisure
    • Day 5: Travel to Florence, check-in, private guided walking tour of Florence, visit to the Florentine leather markets & shopping districts
    • Day 6: Private Italian cooking class with a view, free time at leisure, sunset apertivo at Piazzale Michelangelo
    • Day 7: Academia gallery, optional wine tasting in Tuscany or free time at leisure to explore
    • Day 8: Departure day or optional Venice extension
  • Elegant view of St. Mark's Campanile in Venice under a clear blue sky.
  • Delightful Italian pasta and pizza served by the scenic Venetian canal under sunny skies.
  • From below dome ceiling covered with majestic colorful fresco paintings in Baroque style in Catholic cathedral
  • A gondolier in Venice relaxes on a bench by the canal, wearing a striped shirt and boater hat.

    • Want more travel?

    Extend your trip inVenice

    Extend your journey with a 2-day girls group trip to Venice, May 20-22. Settle into the floating city’s enchanting rhythm as you stroll along cobblestone alleys, explore local markets, and float past centuries-old palazzos on a private gondola ride. Spend your days discovering iconic sights like the Rialto Bridge and St. Mark’s Basilica, then relax with cicchetti and spritzes. With time for local shopping, dreamy sunsets, and plenty of views, it’s the perfect way to end your Italy adventure on a magical note.

    Classic italy 2026

    Pricing & Inclusions

    What’s included

    €5700 Euros

    • 5-star hotels in Rome & Florence
    • Daily breakfast
    • Airport transfers on scheduled arrival (FCO) & departure days (FLR)
    • Internal transport
    • Premium train tickets to Florence
    • Private guided Vespa tour in Rome
    • Visit to the Colosseum & Roman Forum
    • Private guided Vatican tour
    • Private walking tour of Florence
    • Private Italian cooking class
    • Academia museum tickets
    • Sunset apertivo at Piazzale Michelangelo
    • Welcome & farewell dinners

    What’s not included

    • Flights
    • Additional alcohol, snacks & meals not mentioned
    • Taxis/transit on personal time
    • Travel insurance (required)
    • Airport transfers outside of the tour dates & designated airports
    • Optional roman foodie tour including full meal for dinner: $85
    • Optional sunrise professional photo session: $80

    Optional Extension

    €1300 Euros

    • 5-star hotel in the Venice
    • Daily breakfast
    • Airport transfer on departure day (VCE)
    • Premium train tickets to Venice
    • Private guided walking tour of Venice
    • Visit to Doge’s Palace & St. Mark’s Basilica
    • Gondola experience

    Payment information

    • €750 non-refundable deposit required to confirm your spot.
    • Flexible payment plans available or finance further with Affirm or Klarna
    • Standard payment plan:
    • March 1: €1650
    • April 1: €1650
    • May 1: €1650
    • Your payment plan may differ slightly depending on your registration date.
    • Scheduled payments are due upon receipt. There is a $30 fee for late payments made after 15 days
    two spots open

    Who is this trip for?

    This trip is perfect for open minded travelers looking to have new experiences, make new friends, and enjoy an amazing trip through some of Italy’s iconic destinations. This trip will be full of cultural experiences, sightseeing, and foodie finds and is perfect for travelers looking to experience Italy for the first time!

    unique considerations for CLASSIC ITALY

    • Flights: you will be flying into Rome (FCO) by May 13, and departing from Florence (FLR) May 20. If you are opting for the extension you will depart from Venice (VCE) on May 22.
    • Transportation: we’ll be doing a lot of walking in each city and taking high-speed trains in between each destination.
    • Weather: Rome & Florence this time of year ranges from mid to high 70s during the day, with chillier evenings. Make sure to bring comfy shoes and pack layers!
    Meet Mac

    Meet your host

    luxury travel advisor & program manager

    Mac loves diving down an Instagram rabbit hole, a good gossip session, and planning the trip. She is a food and wine-enthusiast and luxury travel connoisseur, which is the perfect combination for this trip!

    She has visited more than twenty five countries and is an avid world-traveler. Her favorite destinations of all time are Spain & Costa Rica.

    mac

    Sit back & relax, you’re in good hands

    • “The BEST travel experience! If you wanted to travel and didn’t know where to start, look no further! The itinerary was tailored around what the group wanted to do and the activities they had pre-planned for us are straight from a bucket list. Thank you, Scout Escapes, for everything!”
      Kristy c.
      South of France, 2024
    • “Thank you so much for an amazing trip and for helping us making memories and friendships that will last forever! It’s obvious how much thought and planning went in to every detail. You have a natural talent for making people feel welcome and included”
      Rikki m.
      London & Paris, 2024
    • “Scout Escapes girls group trips are 10 OUT OF 10. If you are looking to travel but missing a girl gang this is the trip for you! Not only did I meet 10 of the most amazing girlies, but I truly had the experience of a lifetime! Can’t wait to create more memories! Love you Scout Escapes!”
      erica s.
      Classic Italy, 2024
    • So thankful that one day I stumbled upon Scout Escapes on Instagram and took the risk to book a trip with complete strangers. Not only did I get to experience a new place but also got to form new friendships and bond with everyone on this trip. If you’re thinking of doing a trip, just go for it”
      Amanda c.
      Greece, 2023

    Questions about our group trips? We have answers.

    Our trips are open to anyone aged 21+. We offer segmented trips for specific age ranges: Scout Escapes for our Gen Z and Millennial travelers -or- Scout Escapes+ for our mother/daughter and Gen X and beyond travelers. We offer different itineraries tailored to each age group to foster friendship and exploration!

    All attendees are required to submit an extensive questionnaire that helps us get to know you and pair roommates. We take into account sleeping habits, travel preferences, tidiness, personality, hobbies and interests to choose your roommate. We also open our Instagram group chat if you prefer to find a roommate with someone you vibe with on your own. If you prefer to be solo, single rooms are an additional fee & subject to availability.

    Our group trips are bespoke itineraries, curated with luxury hotels and private experiences. We exclusively select 4 and 5-star hotels and prioritize private guided activities and luxury transportation with trusted travel partners in the industry to provide you with an exceptional trip that is worth the price tag. 

    Yes, you can absolutely do things on your own. We have scheduled free time in every destination and provide you with a list of suggestions for activities. You’re welcome to explore on your own or opt in with the group for an optional free time activity. If you’re planning to explore on your own, please let us know as transfers can be difficult to obtain here.

    Absolutely! Our trips are open to first-time travelers and travel veterans alike. We craft our trips in detail and can assist you every step of the way. You’ll be given an abundance of information, including destination info, travel tips, packing list, and restaurant and free-time recommendations. As always, you will also have your expert host and local guides with you during the entire trip!

    With the ever-changing foreign exchange rate,  it’s easier for us to price our trips in Euros as this is how we pay our vendors. But don’t worry – we do the exchange rate for you when sending invoices so you will be charged in USD with our bank’s current spot exchange rate. This rate is subject to change depending on currency fluctuations & will be disclosed to the customer upon payment of each invoice.

    questions before you commit?
    Book a call Contact us

    Posted In: Group Trip, Italy

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