Florence & Tuscany 2027

Florence & Castelfalfi, Italy

October 11–19, 2027

La Dolce Vita in Full Bloom

Black Girl Luxury • Wine & Wellness • Effortless Glamour

Sis, imagine strolling cobblestone streets lined with couture boutiques, sipping Chianti beneath the Tuscan sun, and living your best “Rich Auntie in Italy” life — this is La Dolce Vita, Travel Divas style. Join us for 8 days and 7 nights of art, elegance, and indulgence through Florence and Tuscany, where every glass of wine and golden sunset reminds you that life is meant to be savored. From world-famous art and fashion to vineyard lunches and countryside serenity, this journey celebrates sisterhood, sophistication, and self-expression in true Italian fashion. This isn’t just a trip — it’s your Italian renaissance. 🇮🇹✨ This October 2027, let Florence captivate your spirit and Tuscany steal your heart with its rolling hills, fine wine, and timeless charm.

A Perfect Blend of

Art, Fashion & Countryside Serenity

From the artistic brilliance of Florence to the sun-drenched vineyards of Tuscany, this getaway balances cosmopolitan energy with rustic tranquility.

In Florence, wander through the Uffizi Gallery and Piazza della Signoria, shop designer boutiques along Via de’ Tornabuoni, and dine amid Renaissance splendor. Then, escape to Castelfalfi, a reimagined medieval village surrounded by olive groves and vineyards, where the pace slows, and the air smells of cypress and chianti.

Every day blends elegance and ease — from art and architecture to fine wine and sisterhood under the Tuscan sun.

TRIP HIGHLIGHTS:

Art & Culture Tour

Green With Envy Welcome Dinner

Designer Shopping on Via de’ Tornabuoni

Chianti Wine Experience with Grape Stomping

Visit to Medieval Hill Towns

Artisan Studio Visit

Gelato Tasting at the World-Famous Gelateria Dondoli

Glam Farewell Dinner

WHAT TO

EXPECT

Our Europe Journey

FULL PACKAGE

INCLUDES:

Testimonials

My experience traveling with Travel Divas was absolutely incredible! I’ve never experienced such amazing customer service, and attention to details in my life!

Yolanda J.

I love Travel Divas because they have not let me down! My experiences have been top tier…no worries, no stress…just carefree, exquisite, and well-planned. I recommend Travel Divas over any other travel group.

Barbara B.

My experience with Travel Divas was epic! I enjoyed the activities from the Meet & Great to the Farewell party and everything in between!

Julia W.

I had a fabulous time. The hotel was luxurious and the service was impeccable. The activities were nice and well-paced. It was my second trip with Travel Divas and I am looking forward to my third.

Shauna R.

ACCOMMODATION

DETAILS

Commissioned by the noble Gaddi family in the late 1500s, our 5-star historic hotel, Tivoli Palazzo Gaddi Firenze, offers palatial living in Florence’s historic centre.

Hotel Features:

Bespoke furnishings & luxury bedding
Access to Cibrèo Ristorante & Bristol Spa
Complimentary Wi-Fi

Nestled among vineyards and olive groves, Castelfalfi captures the soul of Tuscany — timeless, tranquil, and breathtakingly beautiful. This 5-star resort features panoramic terraces, farm-to-table dining, and a world-class spa surrounded by golden countryside.

Hotel Features:

Infinity pool, spa, and organic winery access
Daily breakfast & fine dining at La Rocca di Castelfalfi
Complimentary Wi-Fi

Reserve Your Trip Now

Reserve Your

Trip Now

Single and Double Occupancy

FULL PACKAGE WITH FLIGHTS FROM NEW YORK (JFK)

LAND ONLY PACKAGE WITH NO FLIGHTS

Limited Spots Available!

Frequently Asked Questions

Will I be staying in both Florence and Tuscany?

Yes. This experience includes 4 nights at Tivoli Palazzo Gaddi Firenze Hotel – Florence or similar and 3 nights at in Castelfalfi, Hotel – Tuscany or similar. Private transfers between the two locations are included.

How much walking should I expect?

This trip involves moderate walking, especially during city tours and village visits. Florence’s historic center and Tuscany’s hill towns have cobblestone streets, so comfortable shoes are essential.

Are meals included daily?

Daily breakfast is included, along with select gourmet lunches and dinners — such as the Green With Envy Welcome Dinner, Chianti Wine Experience lunch, and Glam Farewell Dinner.

Can I have free time to shop or relax?

Yes. The itinerary includes built-in leisure days and afternoons for spa time, shopping along Via de’ Tornabuoni, or simply enjoying café culture at your own pace.

What is the weather like in Italy in October?

Expect mild and pleasant weather, averaging 65°F–75°F (18°C–24°C) during the day and cooler evenings — perfect for vineyard tours, countryside strolls, and outdoor dining.

Can I arrive early or stay longer in Italy?

Yes. You may extend your stay in Florence or Tuscany before or after the group trip. Extra nights can be arranged upon request and are subject to availability and additional cost.

ADDITIONAL

INFORMATION

Restrictions:

International Tours: Hotels, sea and river cruises outside of the United States are not required to comply with ADA requirements and therefore may not have ramps, wide entryways or elevators to accommodate disabled passengers or devices such as wheelchairs, walkers and motorized scooters. Due to physical constraints and space limitations, wheelchairs, walkers and motorized scooters may not be taken aboard motor coaches and river cruises.

WHAT’S NOT INCLUDED:

Land Only Package does not include international flights, domestic flights or airport transfers (transportation). Please plan accordingly.
The Full Package does not include flights to the group flight airport (JFK). Please plan accordingly.
Gratuities for Tour Guide (suggested $10-$20 per day)
Gratuities for Driver (suggested $5-$8 per day)
Items of a personal nature
Meals except where noted
Beverage during meals
Additional excursions suggested

TRAVEL INSURANCE:

Missing a vacation is bad enough. Losing the money you paid for it is even worse. Travel insurance is highly recommended to protect your trip. Please read this important information regarding travel insurance before making your final payment.
Coverage options and pricing vary based on your total trip cost. Travel protection becomes effective upon receipt of the premium and may not be available after your final payment.
Suggested travel insurance providers:

AUTOMATIC BILLING PLAN:

You can enroll in our automatic billing and relax knowing that your future payments will be made automatically. When you book, we’ll calculate an evenly divided automatic billing plan for you, and you will know in advance the day of every month that your payment will be processed. Your initial deposit is due at the time of booking, and your future payments will be charged according to the schedule you see on your invoice. Automatic billing is available at no charge.

TRAVEL NOTES:

Traveling abroad requires a passport valid for six months beyond your return date. Your passport should not expire before April 19, 2028.
Prices are based on current exchange rates and may adjust with currency changes.
Roommate Matching is available. To be matched, select “Roommate Requested” on your reservation form. Matches occur 45 days before departure.
If you select the LAND ONLY package you are required to purchase your own flights to and from Florence. The hotel you will fly into is Amerigo Vespucci Airport (FLR). The group flight departs the U.S. on October 11, 2027, arriving in Florence, Italy on October 12, 2027. Hotel check-in is on October 12, 2027. Return flight departs October 19, 2027.
Your full itinerary will be emailed 60 days before departure to help plan your leisure time.

TERMS & POLICIES:

Making reservations for this package signifies your acceptance of our terms and conditions.
All of your payments to Premier Travel One and Travel Divas are non-refundable and non-transferrable.
Reservations must be made in your full name as it appears on your passport.
Prices are subject to change without notice. Please make your reservations today at this low price to be locked in.
A valid passport is required. If you do not have a passport, please apply for a passport asap if you do not have a valid one..
Monthly payments are required to keep your reservations current. A reservation that has gone 60 days without a monthly payment can be cancelled without notice.
You must ensure your roommate, if applicable, is also making timely monthly payments.
Once you make your reservations, you can log-in to our client portal to view your account 24 hours a day.
Name changes are allowed with a $250 name change fee up until your final payment date on your invoice.
Late payment of $250 per person is required after final due date. All late payment requests must be approved by management before the final payment deadline on your account.
You are responsible to keep Premier Travel One and Travel Divas informed of email address changes as this is our primary way of communication.

IMPORTANT LINKS

Terms and Conditions | FAQs of Automatic Billing Option | Travel Divas Private Members Only Group