Sicily Tour

Tours will fill up fast!

Sicily is where Italians love to vacation.

Sicilian style is relaxed and welcoming — meals al fresco, cocktails under the lemon trees, Mediterranean views poolside, soaking in thermal waters at the spa, market shopping, swimming in the bay, wandering through Baroque cities.
If Sicily has been on your mind, we’d like to invite you to travel with us.

Just show up. We have everything planned for you.

The skinny

An 8-night experience on the Italian island of Sicily.
Featuring must-see highlights: ancient cities, volcanic islands and small towns.
Great small hotels, with a small group.
Travel with a bilingual guide, and Sicilian local.
See/eat/have the stuff you’d never find alone.
No stress. Just show up and we’ll take care of you. Airport transfers included.


May 10 – 18, 2022 (women only)
September 2 – 10, 2022 (all adults welcome)
September 11 – 19, 2022 (all adults welcome)
Or choose a custom date for your own private group!


You’ll sleep in Palermo > the Aeolian Islands > Syracuse > Taormina

Sicily is the most exotic location in Italy.

Sicily is where picky locals and Europeans holiday. After hearing about it from her Italian friends, Italian Fix founder Bianca knew she had to go.

Of course, she fell in love with the island her first time there (there are few who don’t). Right away, she knew she wanted to share this place with others.Truthfully, it took Bianca years to artfully piece this trip together. She built it from her personal travel highlights during her Sicilian holidays. She could never have built this trip alone, though, so she enlisted the most charming Sicilian to help. Tommaso was born and raised on the Aeolian Island of Salina, so you’ll have access to Sicilian highlights thanks to intel from people with roots here.
Getting to know Italy with the help of deep personal contacts is essential to having an amazing Italian experience.

Why would you visit Italy alone?

Travel with us and tap into The Italian Fix Factor.


We Speak Italian

Which means you’ll never struggle with directions or the menu, or with anything! Don’t let not knowing the language keep you from a true Italian experience.



We have decades of experience living, working and traveling Italy, which means we know what it takes to have a good time here. Now you will too.


Fierce Love

We’ve got your back. We protect our people, serve our people and love our people. You travel with a unicorn-powered forcefield of fierce love around you. Nobody effs with fierce love.



In Italy, connections are everything. It’s not what you know, it’s who you know. We’ve nurtured amazing relationships with locals over the years — you’ll meet them because we’re friends. You’ll also get top-notch food, service and smiles because you’re with us.


Italian Family

We have roots and homes in Italy. We leverage family and personal networks to deliver you value and safety.


Heart-Centered Service

You’re not a reservation number — you’re an honored guest and you can count on us. We’ve built this business from nothing to sold-out-in-hours tours because we truly care about people.


The Friend Factor

Ever dreamt about jet-setting with a stylish well-traveled friend who knows the best food, cocktails and shopping in a drop-dead gorgeous place? A friend who’s positive, uplifting and makes you laugh but who’s also super grounded and drama-free? Now you can.


Gold Standard

You know what sucks rocks? Subpar food, lackluster service and treating tourists like dollar signs. There are tons of tourist traps in Italy and you need to know how to avoid rip-offs (on hotels, meals, taxis and events). We don’t touch dud businesses with a ten-foot pole.


Best of Both

We really “get” you. We know what you want to see, do and experience in Italy because we were travelers here once too. But now we get the nuances and navigate like locals. This unique perspective gives you a “best of both worlds” experience.

This is a vacation… with benefits.

Right now, if eating Ben & Jerry’s in bed is the highlight of your week, then listen up ‘cause ten days absorbing the sheer beauty of Sicily might be your escape.

Renewed inspiration and fulfillment.

Connecting to inspiration fuels a happy, healthy lifestyle. The most successful people in the world constantly pursue inspiration and purpose. Feeling inspired infuses your life with joy and meaning. Those who seek inspiration find it.

Live your dreams, right now.

Too many people save travel for some distant tomorrow when all the stars in their lives have aligned, but traveling requires good health, which you likely possess right now. If you have dreams, don’t put them on hold for some time in the future that might never come. When you look back at your life in five years, what do you want to see? Ambitions reached or dreams put out to pasture?

Increased health and energy.

Immerse yourself in an exotic and safe Sicilian experience. Every day you’ll eat a Mediterranean diet full of fresh vegetables and local seafood or meat. We’ll also be walking daily, surrounded by nature and swimming in the ocean.

Be taken care of.

Are you blessed with a full life? Got work? Deadlines? Chores? Kids? To do lists comin’ out the wazoo? Do you feel like you’re always “giving” but have very little time for yourself? We thought so, and we get it. What if, just for a change, someone were to take care of you? Well, that’s our job. We want you to kick back and leave the planning to us. Because you need time to think about more important things: like if you’re gonna drink a third cappuccino at breakfast.

Connect to a more carefree version of yourself.

When did we all get so busy? And tired? In a work-obsessed culture, busy is glorified, and financial wealth is superior to emotional or spiritual wealth. But this trip is about putting inner wealth and health first. Who doesn’t need more time to connect with the person you’re meant to be?


  • Day 1
    You’ll be in Vacation Mode the instant you’re in our care, because we have all the details handled. All you need to do is sink into the Dolce Zone — that special state of mind that Italian Fix clients get to experience. Our driver will collect you from Palermo airport and bring you to your hotel. It’s smack dab in the historical center, on a pedestrian street and close to everything. That night we’ll have a welcome dinner and you’ll meet your new famiglia italiana — your guides and the other adventurous souls who have raised their hands to journey with you on this exclusive experience on the stunning island of Sicily. You’ll end the night on a high, buzzing from the new friends you’ve met (and possibly the local limoncello). Sleep: Palermo.
  • Day 2
    Today we’ll depart Palermo and head to the glorious Aeolian Islands, one of 54 Unesco World Heritage Sites in Italy. This journey is one not many will ever take. Very few companies travel to this area, because logistics are tricky and making your way here alone is not easy either. But with our guides and private transfers you’ll be able to experience one of the most stunning places you’ve ever been to without all the hassle of figuring out how to get there. This part of the world is a secret haven for those who appreciate good taste and love local traditions (Dolce and Gabbana have a villa here). Our clients rave about this part of the trip. The volcanic Isole Eolie off the coast of Sicily are the stuff of myths and movies, named after the demigod of the winds, Aeolus. We call this area the Hawaii of Italy. Our base is Salina Island for three nights — enchanting, relaxing and tiny. Our hotel is dedicated to wellness and tranquility — completely off the radar of most Italy travelers. It has a gorgeous pool among the lemon trees, and the spa and hammam are designed to resemble an ancient community bath. The breakfast view from the veranda is the sea and a smoking volcano (sounds like we’re lying but this is actually real). Tonight we’ll dine together at a restaurant headed up by the youngest female Italian chef to win a Michelin star. The tasting menu, created specially for our private group, focuses on traditional ingredients sourced from the area’s volcanic grounds, paired with local island wines. Sleep: Salina Island
  • Day 3
    Lounge poolside with a book and a cappuccino. Or go to the spa and treat yourself to a massage or the almond-milk bath in a copper tub (soaking in Sicilian almonds ground into fresh milk feels very Cleopatra — you could get used to this!). Whatever you do, take in every last drop of this gorgeous place. At sunset we’ll gather for an apericena (an Italian tradition!) and go for a sunset cruise on our private boat. At this point on your trip, you may start contemplating never going home (completely normal). Sunset watching is best from Pollara so we’ll drop the anchor and soak up the Mediterranean vibes. You’re officially in the Dolce Zone, and it feels sooo good! Sleep: Salina Island
  • Day 4
    The most important decisions to make today are these: should I walk down to beach or just stay at the pool? And should I have just one granita, or three? You’ll have time to ponder these questions before an afternoon trip to visit the villages that dot this tiny island. Our private driver will take us to do some shopping in the main town after which we’ll head to the location where the film Il Postino was shot. Sleep: Salina Island
  • Day 5
    You may have sworn by now that you’ll never leave the Islands but today you must, because we have more gems in Sicily to show you. We’re heading to Ortigia, the most ancient part of the city of Syracuse (interestingly, Ortigia is a small island but it doesn’t feel that way because it’s connected by bridges). We’ll stay right inside the historical city center, and you’ll experience another one of Italy’s Unesco World Heritage Sites for two nights. It’s a compact town-within-a-town, and our hotel is located in a pedestrian area where you can access the harbor, pretty shops, cafes and grand piazzas on foot. Did we mention that on the way to Ortigia, we stop for a gorgeous wine tasting on the slopes of Mount Etna? Sleep: Syracuse
  • Day 6
    Today you’ll have a “choose your own adventure” day. We have a ton of suggestions for you to while away your time in enchanting Ortigia. Explore the markets and shops of one of Italy’s most beautiful towns. Our guide will host a historical walking tour of the most important monuments and landmarks in this city ruled by everyone from the Byzantines, Bourbons, and Arabs to the Normans and Aragonese. We’ll gather for dinner together at our fave restaurant and enjoy a traditional Sicilian menu. Sleep: Syracuse.
  • Day 7
    Today we depart Syracuse and head to another coastal wonder. But first, we’re invited to the home of a real Italian countess for an exclusive event created especially for Italian Fix clients. After our private lunch, we’ll head to Taormina, a town teetering on a cliff overlooking the Ionian sea. We’ll get you oriented with a walking tour of Taormina’s highlights — you won’t want to waste a moment getting to know the incredible location you’ll be living in for the next two nights. Taormina is unique and divided into two sections: the historical town center and the seaside. The main town is carved into the cliffs above the sea (that’s where we stay). Down below, there are beaches for swimming and seaside villas lined along winding streets. There’s a funicular/gondola that will bring you from the town to the water, so you can have it all. Taormina is the most picturesque and requested location in Sicily. People come here for the ancient Greek theater, and the mountains and sea. We’ll experience all of that. And the tiramisu. Sleep: Taormina
  • Day 8
    This is our last day in Italy together so let’s make it splendida. Which of course we will with a private boat cruise of the bay with lunch onboard. You’ll have some free time to pick up your last treasures and squeeze them into your luggage. At night we’ll gather to clink glasses for a special celebratory meal in our fave Taormina restaurant so you can enjoy The Last Supper with your Italian Fix famiglia. Sleep: Taormina
  • Day 9
    This is departure and check-out day. We’ll bring you to Catania airport for your flight or if you’re staying in Sicily longer, we’ll drop you off at your hotel in Catania. If you want to extend your stay in Taormina and book some extra nights at our hotel, we can arrange that. Whatever your plans, we’ll get you where you need to go. Check-out

Are you coming?


We’ve got 3 different dates in 2022:

May 10 – 18, 2022 (women only)

September 2 – 10, 2022 (all adults welcome)

September 11 – 19, 2022 (all adults welcome)

If you’ve traveled mainland Italy, it’s time to #traveldeeper.

Sicily isn’t as visited as Tuscany or the Cinque Terre, which is precisely the hook. To be perfectly frank, Sicily is really relaxed. The people are incredibly friendly (that’s the first thing you’ll notice) and the landscape is more exotic than the mainland. It feels magical and otherworldly — Greek, Arab and Norman history mix with incredible beaches and a softer version of modern life. Sicily is Italy with a totally different vibe. Speaking of vibe, you should know that the vibe of our trips is less about museum line-ups and more about feeling good. Which means being surrounded by great people in great places. It’s not science — it’s an art that sets us apart.


Your investment.


Your trip includes:

    • 8 nights at charming hotels in the historical centers of all the towns we stay in. All Italian Fix hotels are centrally located and sourced for their character and access to amenities within walking distance.
    • Exclusive aperitivo reservation for Italian Fix clients, at a private villa in Palermo.
    • Exclusive reservation for Italian Fix clients at a contessa’s private country estate, with lunch.
    • Exclusive aperitivo for Italian Fix clients at our fave spot overlooking the smoking volcano of Stromboli, on the Aeolian Islands.
    • Visit to a local farm and villages on Salina island, exclusively for Italian Fix clients.
    • Wine tasting at an iconic Sicilian winery on the slopes of Mount Etna, exclusively for Italian Fix clients.
    • Private boat charter for Salina island sunset cruise, exclusively for Italian Fix clients.
    • Private boat charter for Taormina harbor cruise, with lunch, exclusively for Italian Fix clients.
    • Airport transfers. (Arrive Palermo, depart Catania.)
    • All ground transportation, including private drivers, private coaches, taxis and hydrofoil to Aeolian Islands.
    • All private guide fees
    • Entrance fees to monuments
    • All breakfasts, 4 lunches, 4 dinners with wine.
    • All tips for guides, drivers, staff, and restaurants.

Accommodation is in a shared room with one other person. We also have a small number of private rooms available for an additional fee. (Write ciao{@}italianfix to inquire about availability.)
The trip fee does not include your flight to Italy.

Your awesome trip perks

Zero Packing Stress

Say no to hellish overstuffed luggage and “what should I wear” drama with our Simple Strategies for Packing Nirvana. Our printable guide will walk you through EXACTLY what you will need (and what you don’t!) on this trip.

Hassle-Saving Factor

Pack your luggage in half the time.

Airport Transfers

Everything is organized, so you stay sane. Our private driver will get you to and from the airport.

Hassle-Saving Factor

Don’t stress about finding the hotel and struggling with your bags.

Personalized Service

Hello peace of mind! Italian Fix delivers you personalized instructions, so you never feel alone. We’ll collect your flight information and send you expert advice on how to arrive, customized to you.

Hassle-Saving Factor

You can fly early and visit any Italian city, and still have the inside scoop on how to find us.

There are plenty of tour groups of fifty people traveling around Europe in a big bus.

We’ve limited our Sicily tour to 14 people. We want you to feel like you’re traveling with friends, not a sports team.

This is group travel for people who don’t normally go on tours. We want you to travel Italy beautifully, so we keep our numbers low. We know small group travel is a great balance of fun and ease, and it’s better than traveling alone. The reality is that this isn’t your run-of-the-mill group travel experience — it’s personalized service from a caring team.

Here are the perks of traveling in our bubble:

  • 1It’s so much more fun than traveling alone.
  • 2It’s easier than organizing everything yourself because we handle all the planning.
  • 3You cultivate new friends and worldwide connections.
  • 4 You have the luxury of drivers and guides helping you with everything.
  • 5 When you go on a trip, do you normally hire experts for day trips who know the locals and have the lowdown on what exactly to see/do/eat while you’re there?

The truth is, we have a special knack for attracting positive, generous and amazing people from around the globe to join us in Italy. Our guests always comment that they’re not normally group travel people, but they’re surprised how Italian Fix makes travel easy and fun. Which is why we’re limiting guests to 14 on this Sicily tour.

Is this trip right for you?

Have you already been to Italy?

Sweet… so you know how amazing it is. But think of how amazing it could be when you travel with someone who knows the language, knows the locals and knows all the secret spots. Unless you’ve traveled with an Italian friend and stayed at their home, it’s almost impossible to not feel like a tourist in Italy. We offer an alternative to that.

Will this be your first trip to Italy?

Then you’ll love the safety of the group, the ease of having all your hotels, transportation, activities and meals sorted out for you. You’ll love that you won’t have to worry about getting lost, getting ripped off, hassling with foreign currency, or trying to communicate in Italian. We take care of everything.

This trip isn’t for everyone.

It IS for you if:

  • You gravitate towards insider knowledge — you value traveling with someone who knows the ropes.
  • You enjoy eating, walking, and off-the-beaten-path ideas. You like holidays near the sea but also enjoy the city.
  • You love to have a great time and are open to meeting others.


This trip is NOT for you if:

  • You’re extremely rigid in your habits, or you want things to be like they are at home. If that’s the case, Sicily (or anywhere in Italy) is not the place for you because the Italian lifestyle can be very different from what you’re used to. (If you’re open to new experiences, our bilingual guides will translate the quirkier aspects of Italian life for you.)
  • You don’t like Italian food. That is what we’ll be eating. Every day. If you’re a vegetarian, or on a restricted diet (like no wheat), we have yummy options for you.
  • You are looking for a luxury travel experience, with 5-star accommodations and white glove service. We are not that company, and while we choose our hotels very carefully for their character, location and Italian charm, if you see yourself being disappointed by a 3- or 4-star establishment (that doesn’t have 24-hour reception or room service), then this tour is not for you.

Hear what past guests have to say about traveling with us.

maria says…
Throughout the trip our guides made sure everyone was okay, enjoying themselves and feeling included. I was truly made to feel like a friend and not a client.
Maria Schock, Montana

jo says…
My Italian Fix tour was so enjoyable and I am still floating on Cloud 9. My mood has been lifted. Their attention to detail was outstanding, as were their stellar professionalism, the staff, and their knowledge of the region and language. I just couldn’t ask for more from a tour company.
Jo Kilpatrick, Nevada

caren says…
Before I booked, I had been uncertain that a group trip was a good fit for me, but the whole thing was magical. The level of experience was superb and not having to worry about any logistics was priceless. It freed me up to focus on being in the moment.
Caren Troutman, Texas


Due to limited space and the demand for our bookings, we invite you to select a 1st and 2nd trip option to accommodate more requests. We do this in the hopes of being able to secure you a chance to travel with us in 2022.


1. Decide on which trips you’re open to joining. We’ll ask for your first and second choice from our 2022 departure schedule. If there is only a single tour you are able or willing to do, please enter that same tour as both your first and second choice.
2. Please click on the REQUEST THE TOUR DATE YOU WANT HERE button below.
3. Submit your dates and you’ll hear back from us within 24 hours.

We’ve got 3 different dates in 2022:

May 10 – 18, 2022 (women only)

September 2 – 10, 2022 (all adults welcome)

September 11 – 19, 2022 (all adults welcome)



Frequently asked questions.

Where are we staying?

You’ll sleep in four different Sicilian locales: feisty and flamboyant Palermo (1 night), Sicily’s capital city; lush Salina (3 nights), one of the Aeolian Islands; chic and eclectic Ortigia (2 nights), the most ancient part of Syracuse; and posh Taormina (2 nights), perched on the side of a mountain.

What airport do I fly into?

Fly into Palermo International Airport (PMO – Palermo Punta Raisi) and out of Catania International Airport (CTA – Catania Fontanarossa). Tour fee includes airport transfers.

I have more questions, can you help?

Still have questions? Check out our FAQ page, or email us at We would love to meet you!

I’m not a “tour person ” and I usually plan my own trips.

Great — you’ll fit right in as our guests are looking for something different too. Think of this as a trip planned by a local friend, something you would never be able to pull off on your own. We offer you daily activities but don’t feel pressured to do anything — it’s your trip.

Will I be too old, too young?

Our guests range in age from being in their 20s to being in their 70s. Age means nothing because we’re all searching for a better life.


Due to limited space and the demand for our bookings, we invite you to select a 1st and 2nd trip option to accommodate more requests. We do this in the hopes of being able to secure you a chance to travel with us in 2022.


1. Decide on which trips you’re open to joining. We’ll ask for your first and second choice from our 2022 departure schedule. If there is only a single tour you are able or willing to do, please enter that same tour as both your first and second choice.
2. Please click on the REQUEST THE TOUR DATE YOU WANT HERE button below.
3. Submit your dates and you’ll hear back from us within 24 hours.

We’ve got 3 different dates in 2022:

May 10 – 18, 2022 (women only)

September 2 – 10, 2022 (all adults welcome)

September 11 – 19, 2022 (all adults welcome)