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Tuscany, Italy

9 Nights - October 21-30, 2024
5,950 Euro (excluding flights)

Solo in Style:
Women over 50 travelling solo and loving it!

Join our second Solo In Style Tuscan Getaway, curated and hosted by Deborah Ives, founder of Solo In Style, and Laura Cozik, founder of LeveledUP Experiences.

 Florence, Lucca, Volterra, Valgiano, and San Miniato


After selling out our first Tuscan Getaway in just 3 days, and amassing a wait list to boot, we decided to launch the same event but this time in the Fall, when there are lots of truffles in the forest.  Tuscany is at it's most delicious in Autumn as local markets are teeming with freshly foraged mushrooms, chestnuts, and olives.  The weather is also very pleasant for lots of walking and dining al fresco.


The getaway begins with three unforgettable nights in beautiful Florence. Next we are taking over our very own luxury villa nestled in the Tuscan hills, just outside of Lucca, complete with a private chef. From this fabulous home away from home, we’ll spend six days exploring the surrounding area. Join us as we enjoy everything that Tuscany has to offer – breathtaking scenery, delicious culinary experiences, historic exploration, art, culture, truffles, shopping and local wines. We’ll also enjoy each other’s company, sharing our stories and experiences, forging new friendships, and having some fun along the way. 


We’re limiting our Tuscan Getaway to 12 ladies so that everyone has their own room with private bathroom.  This will fill up fast so don’t delay booking your place.

12 Women are Welcome


Day 1 - Arrival to Florence

Monday, October 21

Fly in to Florence.  Transportation will be waiting to take you to your hotel.  Check in and relax.  For those who arrive earlier in the day, the afternoon is yours to roam and explore.  We can even recommend a lovely spa if you'd like to indulge in a massage.  Our welcome dinner will be served within walking distance of the hotel.  After, we get a good night's sleep to reduce jetlag.


Driving Time:  :30 Minutes


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Day 2 - Florence ... Museums and Gregorian Chants

Tuesday, October 22

Coffee and breakfast.  Today there is an optional yoga class, followed by an informal walking tour.  Prior to travel, we will assist in pre-booking amazing experiences ... David, Uffizi, Duomo, Santa Margherita de' Cerchi, Boboli Gardens.  In the evening we all meet to hear the Gregorian Chant at San Miniato al Monte, overlooking the city.  Dinner is in San Frediano.


Walking Time:  Up to you!


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Day 3 - Florence ... History and Art  

Wednesday, October 23

Coffee and breakfast.  Then ... Ponte Vecchio, Accademia, Wine Windows, Pitti Palace, Artisans in Oltrarno, Perfume, Scarves, Doors, San Lorenzo Food Market, and Santa Maria Novella - the oldest pharmacy in the world.  Our Guide to Florence will list the best walking tours, you choose your favorite.  In the evening we all meet for cocktails and mocktails, followed by dinner.


Walking Time:  Up to you!


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Day 4 - Florence ... Departure for Lucca 

Thursday, October 24

Coffee and breakfast.  Sleep in, pack, and leave your bags with reception as you enjoy a few more hours of life in Florence.  The driver will be waiting at your hotel by 3:00pm to take you to your private villa in Lucca.  Check in, relax, have a swim.  Chef Simona is our private chef for the entire stay.  She will serve dinner in the garden room, with beautiful views of the Tuscan hills.


Driving Time:  1:15 Hours


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Day 5 - Private Villa ... Wine and Relaxation

Friday, October 25

Morning stretch, coffee and breakfast.  After 4 whirlwind days in Florence, today we indulge in a bit of self care.  Visit the grotto on the lower level of the villa where there is a heated pool and sauna.  Massages are available upon request.  In the afternoon we walk to lunch.  Visit the winery across the road to stock up on a few bottles.  Dinner is at our precious villa.


Driving Time:  0:00 Minutes


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Day 6 - Truffle Hunting ... San Miniato and Family Dinner

Saturday, October 26

Morning stretch, coffee and breakfast.  First stop, San Miniato!  This hilltop town was the backdrop of a 1982 movie called "Night of the Shooting Stars".  It is beautiful with historic buildings boasting simple exteriors and sumptuous interiors.  After a solo lunch, we meet Massimo and his dogs for truffle hunting in the forest, followed by dinner and wine with his family. 


Driving Time:  2:00 Hours



Day 7 - Lucca ... Walking the Walls

Sunday, October 27

Morning stretch, coffee and breakfast.  After lunch with Chef Simona, we drive to Lucca to walk the medieval walls (4k).  Historical circumstances demanded that Lucca fortify itself, but now the walls are a pedestrian promenade.  Enjoy a self guided exploration curated by Solo in Style, with a few surprises along the way.  Option to rent a bicycle.  Dinner is in Lucca.


Driving Time:  1:00 Hour


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Day 8 - Volterra ... Sightseeing and Shopping

Monday, October 28

Morning stretch, coffee and breakfast.  Drive to the breathtaking, walled town of Volterra ... the Etruscan city in Tuscany.  It is one of our favorites.  Here we have another self guided exploration curated by Solo in Style, with a few surprises along the way.  We all meet for a delicious lunch in Volterra before heading back to our villa, where Chef Simona prepares dinner.


Driving Time:  3:30 Hours



Day 9 - Nature Day ... Cooking Class and White Party

Tuesday, October 29

Morning stretch, coffee and breakfast.  Spend the morning relaxing at the villa.  Read, write, join us for a nature walk, and enjoy the grotto.  Lunch is then a cooking class with wine tasting and tremendous views ... it is within walking distance.  No cars today.  Our farewell to Italy dinner is a WHITE PARTY bbq at Villa Lucca with a fun photo shoot.


Driving Time:  0:00 Minutes 


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Day 10 - Home Sweet Home

Wednesday, October 30

Bid a reluctant yet grateful farewell to Tuscany.  You leave with the most exceptional memories, a Solo in Style outlook on the future, and an all new set of FANTASTIC FRIENDS to boot!  Transport to Florence Airport.


Driving Time:  1:00 Hour


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The journey begins in Florence at a family run hotel where each guest has a private room and bath. We then move to a breathtakingly beautiful, 12-bedroom villa just outside of Lucca.  Here guests enjoy a private bedroom and bath with tranquil views of the countryside.

Your Hosts...

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Founder, Solo in Style


Deborah has always loved to travel and when she found herself suddenly divorced aged 50, her response was to go it alone. It was scary, fabulous, and empowering, in equal measure, and she was instantly hooked.  As a solo female traveller over the age of 50, a huge and growing demographic, Deborah felt ignored by the travel industry. This prompted her to create Solo In Style with the idea of connecting like-minded women to encourage and support one another with their solo travels.  Alongside a successful 30-year career in marketing, fine wine & culinary arts, Deborah, now aged 63, continues to expand Solo in Style globally to support and encourage as many women as possible to fulfil their solo travel ambitions.


Founder, LeveledUP Experiences

Laura has always been passionate about encouraging women to push their boundaries in order to become powerful.  She truly believes this can only be done when you align yourself with other capable women who are willing to support each other.  Courage is contagious.  Laura is 56 years old, a group fitness instructor, a nationally ranked ballroom dance champion, a triathlete, an entrepreneur, and an extroverted introvert who loves to travel solo.  She has been published in Cosmopolitan, Competitor, Shape, Triathlete, and New York Magazine for her accomplishments in the fitness and travel industries. Her celebrity clients include Nicole Kidman, Dr. Sanjay Gupta, Keith Urban and Soledad O'Brien.

Pricing and Details...

Pricing Per Person - 9 Nights

  • 5,950 Euro per person - Private Room and Bath

1,000 Euro deposit due at the time of registration – Payment due in full by July 1, 2024

All rooms are FIRST COME, FIRST SERVED.  They are private with private bath, varying in decor and layout.  The earlier you book, the more options you have to choose from.


  • 9 nights accommodation 

  • All transportation in Tuscany

  • Private chef in Lucca

  • All meals - except 4 lunches, 3 in Florence and 1 in San Miniato.  We give you the freedom to taste a few delicacies of your own choosing, at your own pace.

  • Activities...

    • Hiking​ / Walking

    • "Feel Good" Stretch Sessions 

    • Yoga Class in Florence

    • Truffle Hunting Tour with Dinner and Wine Tasting 

    • Cooking Class with Wine Tasting

    • ​Tours in Medieval Villages - we offer guide books for each village with maps to discover history, culture, food, shopping, and as always ... there are surprises along the way!

  • 2 dedicated hosts to look after you for the entire trip

  • Surprise and Delight moments

  • Solo in Style gift bags!


Not Included 

  • Flights

  • Alcohol other than our 2 Wine Tastings

  • 4 Lunches

  • Tips and Gratuities


Questions and Information

Please contact Laura for more information…

Cancellation Policy

  • 1,000 euro penalty if cancelled prior to July 1, 2024 

  • No refund if cancelled on or after July 1, 2024.  We will assist you in re-selling your spot to another Solo In Style member, but this is not guaranteed.  If we re-sell your spot, there is a 500 euro cancellation fee.

Subject To Change

All details are subject to change, in order to improve the client experience


  • What will the weather be like?
    October is one of the best times to explore Tuscany if you prefer avoiding the crowds but still enjoy warm temperatures. The weather is particularly pleasant with temperatures around 70°F/21°C during the day, and 55°F/13°C at night.
  • What is the maximum group size?
    12 women plus 2 organisers.
  • How will the rooms be allocated?
    All rooms are private with private bathroom, for maximum comfort and a bit of solo time. They are each uniquely beautiful in layout and decor ... reserved on a FIRST COME, FIRST SERVED basis. The earlier you book the more choices you’ll have.
  • What level of fitness do I need for this event?
    Count on quite a bit of walking to explore various cities and villages. At times this includes hills and cobblestones. We will offer optional morning stretch sessions plus yoga classes in Florence for those who would enjoy that. There is also a sauna and heated pool at our private villa to soothe you. Our stretch sessions are barefoot, as are the yoga classes in Florence. Clothing should be comfortable and “stretchy” or “loose fitting”.
  • What should I pack for this trip?
    A pack list will be sent to each and every guest prior to travel. Casual clothing throughout, comfortable walking footwear, swimwear for the pool and workout gear (if participating). The pack list will be much more detailed.
  • Do I need my own travel insurance?
    Yes. Solo in Style requires each guest to purchase full personal travel insurance for the duration of the trip. It's the safest and best way to travel.
  • Will I have to share a room?
    Never ... all rooms are solo occupancy with private bathrooms. Some are on the ground floor, some are on the top floor, some have balconies, etc. Rooms are reserved on a FIRST COME, FIRST SERVED basis.
  • Can any and all dietary requirements be accommodated?
    Most requirements are possible, although pure vegan and gluten free in Italy can be limited. We have a private chef in Lucca, so there it is easier. In restaurants we will do our best, but if there is a "must try" restaurant that does not offer these options, we may still add it to our itinerary. In that case we offer options for other places that meet individual requirements and preferences.
  • What type of payment do you accept and how do I submit my deposit?
    We accept bank transfers in EURO for payments. If you are converting from another currency, we recommend a company like WISE as an inexpensive way to pay, or simply pay direct from your bank account. We do not accept credit cards as we prefer to put the additional cost for that into creating your experience. On the day that registration opens for this event there will be a link to fill out our client profile, as well as to pay your deposit. First come, first served, 12 women are welcome.
  • What is your cancellation policy?
    1,000 euro penalty if cancelled on or prior to July 1, 2024. No refund if cancelled on or after July 1, 2024. We will assist you in re-selling your spot to another Solo In Style member, but this is not guaranteed. If we manage to re-sell your spot, there is a 500 euro cancellation fee.
  • What are COVID measures in Italy and what does Solo in Style require?
    Solo in Style will ask all guests to follow the requirements of travel to Italy at the time of the event. There are currently no COVID requirements to enter Italy.
  • Who will be welcome to join this travel event?
    This trip is exclusively for Solo in Style members ... women 50+ years of age with a brilliant outlook on life, who love to travel and want to meet like minded women.
  • How will airport transport be arranged and managed?
    We will do our best to accommodate different arrival and departure times with various pick ups and drop offs, however, it is possible that an early flight will have to wait for a later flight to arrive before being transported. These decisions are made once all clients have booked their flights. We strive to make your experience as comfortable as possible.
  • What can I expect from LeveledUP Experiences?
    Fitness, adventure, community and travel ... all wrapped up in one powerful package, with elements of surprise and delight. If you want to dive deeper, fill out our application and someone will be in touch to schedule your complimentary and private Zoom chat.
  • What physical level do I need to have to participate?
    This is indeed the question we hear most often and the answer is ... All Levels. With 30 years of coaching under her belt, Laura's talent is to ensure that your training is absolutely specific to YOU in a supportive group environment.
  • Is participation in training mandatory?
    While we don't actually accept applicants un-willing to train, it is perfectly acceptable to sleep in some days.
  • What do I need to pack?
    Each event has a unique pack list that will be sent once you register, so you won't forget a thing. And since we are big fans of "carry-on only" luggage, we help you master that.
  • May I book a private room or do I have to share?
    Some people travel with friends or family and they want to share. We try to give the larger rooms to them. If you prefer a private room, there is no additional charge. Prices are per person, not per room, but rooms are first come, first served. The sooner you sign up, the more choices you have.
  • What is special and unique about LeveledUP Experiences?
    We vet everyone who travels with us to ensure the most exceptional experience. Our prices are per person, not per room. We eat in a variety of restaurants with no limit on what you can order. There is an enormous amount of personal attention prior to the event, such as an application that is all about YOU, a one on one call with Laura, a fun Zoom call to introduce everyone, a private WhatsApp group, LeveledUP gifts and informational emails. During our events, surprise and delight reigns supreme. And finally, a stellar community is guaranteed, but we ask that you contribute your talents to that community.
  • Is there a payment plan?
    Absolutely! After the initial deposit we customize based on what works best for you.
  • How many people will be on this trip?
    Our events are generally 12-16 people for a more intimate experience.
  • What if I have special dietary requirements?
    We offer Vegan, Vegetarian, Gluten-Free, and many others. Just ask!
  • How do I apply and reserve my spot ... what is the process?
    First step is to fill out our application. Next, we schedule your one on one call to dive deeper into expectations on both sides. After that, send your deposit and we weave you in to the fabric and community of the event.
  • Do I have to be female to join?
    Yes, except for one annual EVERYONE event.
  • Are the adventures for beginners?
    First, we get to know everyone prior to the event, so the itinerary reflects what we learned about you. Second, all adventures are all levels. The challenges are more mental than physical, but we won't ask you to jump off a 10 foot cliff without having first tried the 2 foot cliff. And even though we are there to push and support you, everything is optional.
  • Do you have a loyalty program?
    Yes ... we offer considerable discounts for those who have traveled with us in the previous calendar year. After your first event, it is possible to never pay full price again.

Terms and Conditions...


We are truly looking forward to hosting our wonderful Solo in Style members in Tuscany!  There is some important information to note before we get to the fun part.  Please read our terms and conditions below, as well as our Q&A, as it is your responsibility to be entirely aware of our policies and what to expect.

Physical ability and health requirements

Our events have a great deal of walking to best explore and enjoy each location.  There will be hills and stairs and it is entirely possible that we may walk 5+ miles per day, spending many hours on our feet.  We require all guests to have a base level of fitness that allows them to do that.  We will provide plenty of downtime for rest and recovery, plus our villa in Lucca has a hot tub and sauna, and we are able to book you a massage if requested.  However, we ask that you be cognizant of the itinerary and all that you will experience prior to registering for our event.

If you have special health issues or take medications, we ask that you advise us prior to registering for our event so that we can ensure there are no red flags and that you are a good fit for the planned itinerary.

Booking flights and event preparation

Flights should not be booked until we approve your registration and application.  We will also require a minimum number of participants to officially launch our event.  Once that number is reached, we will alert you, no later than 90 days prior to travel.

We require all guests to follow the guidelines of travel in Italy at the time of the event.  Currently there are NO Covid requirements. If Italy changes their policy, proof of vaccination must be supplied via email, in the same name as your tour booking, at least 30 days before the tour commences.  If you are unable to provide proof of a COVID-19 vaccination and Italy is requiring this for travel, you will not be permitted to join the group, and a refund will not be available to you.  We are additionally unable to provide refunds if you are denied entry because of failure to comply with the COVID requirements, or any requirements of any destination we visit. 

Travel insurance must be obtained privately by each and every guest.  We ask for proof of insurance prior to travel, and reserve the right to deny participation to anyone who does not have it, with no refund for any payments made.

Methods of payment

At this time we are only accepting bank transfers in EURO.

Cancellation policy

  • 1,000 euro penalty if cancelled on or prior to July 1, 2024

  • No refund if cancelled on or after July 1, 2024.  We will assist in selling your spot to another Solo In Style member but this is not guaranteed.  If we manage to re-sell your spot, there is a 500 euro cancellation fee.

Application process

Our goal is always to ensure the best possible experience for our guests.  Because of this, our process is to ask you to be very sure that the itinerary is suited to your preferences.  You then RSVP, fill out our application form, pay your deposit, and schedule a one-on-one call so we can get to know each other.  This process is not only FUN, but is also designed to ensure that every guest has a spectacular experience, and that we are able to exceed expectations.

Photos and videos

One of the most fun aspects of any travel event is the photos and videos taken to reflect on when the trip is done.  We provide a shared folder where everyone can drop and share media.  We will also share our best footage.  Guests are welcome to post these images on social media.  You may not sell or otherwise use any of the images taken by us or our photographers and videographers or other guests for commercial purposes.  When registering for our event you agree and acknowledge that your image and likeness may be used in future promotional material, by both Solo in Style, and our partner companies.  We only use the "good ones" where everyone looks great!  If you prefer not to be photographed or to appear in any videos, please let us know ahead of time.  


Please be prepared to sign a ‘Waiver of Responsibility’ form before you begin your tour. This form is an understanding that all guests need to exercise judgement and care at all times to ensure their own safety and that of their fellow travelers.

Alcohol and other substances

Italy is known for its wine.  If you plan to drink, we ask you to do so responsibly.  The idea is to enjoy, but not to become inebriated.  Drugs and illegal substances will never be tolerated.

Force majeure

In case of a Force Majeure event, we are not responsible for performing our obligations and will not be responsible for any resulting damages.  A Force Majeure Event is any circumstances beyond our reasonable control, including without limitation acts of nature, terrorist activities, insurrection, explosion, flood, earthquake, tempest, forceful wind, fire or accident, war or threat of war declared or undeclared, sabotage, civil disturbance, labor strikes, requisition, pandemics, sickness, quarantine, government intervention, weather conditions, and unforeseen circumstances.  If we, and/or our partners or agents, are affected by a Force Majeure Event, we, and/or our partners or agents, may vary or cancel any itinerary or activity without any obligation or liability. 


Solo in Style and all our representatives act only in capacity as agents for the guest in all matters connected with travel, sight-seeing journeys and transportation.  You agree that we are held free of responsibility for any damage occasioned by any cause.  These causes will be laid out more fully in our waiver, which you are required to sign prior to travel.  ​

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The Process...

RSVP, fill out the application, pay your deposit, then schedule a private Zoom chat so that we can get to know each other, and so that we can strive to meet and exceed your expectations in Tuscany.  After that, we invite you to join the group.  This event is about breathtaking scenery, delicious culinary experiences, historic exploration, art, culture, shopping and local wines, but we also want to share our stories and forge new friendships with like minded women.









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