Foodie Adventure in Southern Italy, Puglia
October 19 - 26, 2025
Client favorite - our
#1 trip!
Close your eyes and imagine the golden glow of the Italian sunset, painting our serene masseria with hues of orange and pink. You are lounging in luxury, sipping on a glass of velvety wine and soaking in the beauty of the moment.
But this trip is more than just relaxation—it's an adventure off the beaten path, whisking you away from bustling metropolises and into the heart of authentic Southern Italian charm.
Your investment to make this dream come true:
Double occupancy
Junior Suite
(no terrace)
$6,995 USD
per person
$7,695 USD
per person
$7,995 USD
per person
Single occupancy
Deluxe Room
(no terrace)
Single occupancy
Superior Room with a private terrace
May 1, 2025 - $3,995 payment is due
June 1, 2025 - the balance is due
LOW $500 deposit to secure your spot
ARRIVAL & DEPARTURE INFORMATION
Arrive: October 19, 2025
Bari Karol Wojtyła Airport (BRI
airport code) or Brindisi Airport
(BDS airport code)
Depart: October 26, 2025
Bari Karol Wojtyła Airport (BRI
airport code) or Brindisi Airport
(BDS airport code)
DAY 1 - OCT 19
(5pm start)
Welcome to Italy!
Rest + explore the
masseria, visit
Ostuni. Group
dinner
DAY 2
An olive tree
estate, a rustic
picnic, private
cooking class
DAY 3
Lecce,
Grottaglie, a
private
museum, a
local barbecue
DAY 4
Mozzarella and
burrata making,
Alberobello &
trulli houses,
group dinner
DAY 5
Altamura,
traditional
bread making,
Matera, group
dinner
DAY 6
Sea caves,
Apulian wines,
Polignano a
Mare, gelato,
group dinner
DAY 7
Bari walking
tour, fish
market, cooking
class, and folk
dancers!
DAY 8 - OCT 26
Departure day - any time
THE TRIP AT A GLANCE
Cheese Fiesta
& Trulli Houses
- Live demonstrations of mozzarella and burrata making at a local cheesemaker
- Visit Alberobello, famed for its fairy-tale trulli—traditional stone huts
- Shop for unique local treasures
Sea caves, Apulian wines, Polignano a Mare & gelato!
- Explore the awe-inspiring sea caves, channeling the spirit of ancient smugglers
- Tour a winery and sample fine wines and a mouthwatering spread of regional delights
- Visit Polignano a Mare - a guided walk along the seaside terraces & panoramas
Ostuni, an olive tree estate, Monopoli, a cooking class, & folk dancers!
- Walk the dazzling alleys of
the old town of Ostuni
- Visit an enchanting olive oil
estate
- Enjoy a rustic picnic lunch
in the olive grove
- A hands-on focaccia and
pasta cooking class with a
master chef!
Melina was born and raised in Australia by Italian immigrant
parents from Calabria, located in the south of Italy. At the age
of 19, she opened her first restaurant in Australia with her
brother, which was the beginning of her love affair with food.
At 22, Melina went to Italy for the first time and that's where
she left her heart. In 2009, Melina opened her cooking school,
traveling between both countries before transferring to Italy
indefinitely in 2017.
Melina began escorted food tours after realizing that the
story behind each dish, each plate is what it truly makes it
special. Her love for Italy, her love for food, and her passion for
sharing that is evident after spending just 5 minutes with her.
Melina is the host of Olegana Travel Boutique’s women-only
group tours to Puglia and Sicily, where she happily shares her
love for Italy with other women.
- "Cooking is my biggest love but sharing is my biggest joy."
Meet your host.
"In every tour, in every class, in
every meal prepared in my
restaurant, my goal is always the
same, to teach my guests to
learn to live like an Italian, to love
like an Italian .. learn to BE
Italian.”
Accomodations
- 7 nights at a private masseria
Tours & Activities
- Per itinerary
- Entry fees for all activities listed under Itinerary
Food & Beverages
- 7 breakfasts
- 6 lunches
- 6 dinners
- Transportation
- Private group motorcoach/bus transportation to/from all activities unless stated otherwise
What’s included in your experience of a lifetime:
Exclusions
- All activities, food and beverages not listed under the itinerary
- All items of a personal nature and anything not expressly stated as included
- Airfare to/from your arrival city and departure city
- Airport transfers in your departure city
- Airport arrival and departure transfers in Bari - can be arranged at extra cost
What’s NOT included:
Insurance
- Insurance is strongly recommended. We can offer travel insurance for American travelers.
Please let us know if you would like a quote for your travel insurance policy.
Tips
- Guide and driver pre-paid gratuities of $200 per person will be collected approximately a week before the trip starts.
Your investment to make this dream come true:
Double occupancy
Junior Suite
(no terrace)
$6,995 USD
per person
$7,695 USD
per person
$7,995 USD
per person
Single occupancy
Deluxe Room
(no terrace)
Single occupancy
Superior Room with a private terrace
May 1, 2025 - $3,995 payment is due
June 1, 2025 - the balance is due
LOW $500 deposit to secure your spot
"Anna and her team in Italy
did a fantastic job in making
sure we had an amazing time
visiting Puglia. There were
so many “out of the box”
experiences that made this
trip unique & wonderful.
The group of women
brought together by Anna
made the trip fantastic!
Thank you for a memorable
trip!"
- MJ
Here’s what our guests said about
our past trips:
"I can't say enough about
Anna and Olegana Travel
Boutique!!! What an
awesome trip first off, and
the ladies I met OMG!!!
She helped me plan an
AMAZING and PERFECT
itinerary.
This will not be my last trip
with this Boutique."
"I went on the incredible
Spain trip in the fall of 2023
and I was very impressed
with the high quality of the
tours, the guides and the
accommodations.
Anna did a great job, and I
wouldn’t hesitate to book
another tour with her
company."
- Lucia
- Lin
How amazing would you feel on the return flight home, knowing that you SEIZED
the chance to have a once-in-a-lifetime, authentic European experience and met
some new friends along the way?
BUT I've never traveled alone!
This is a perfect option if you’re a solo traveler on a journey of self-discovery: you can be
part of a larger group of women (usually 50+) that share your interests and have likely been in
your shoes before, while going through a new stage of life like retirement, divorce or loss of a
partner. Everyone is as excited to be on this trip as you are so you're not alone.
BUT I've never been to Europe!
That's ok - that's the beauty of travel and exploring new places! With our group, you don't
have to worry about the logistics in an unfamiliar, new place. You're part of a small group that
travels together with a professional, English-speaking guide and you get to know one another.
I hear it all the time - "I would love to come with you BUT..."
Ready to feel that Italian sunset?
Yes! Let's make it happen.
Here’s how:
P.S.: Due to an overwhelming trip interest, we can only accommodate requests on a first come, first serve basis.
These specific dates don’t work for you?
We have 1 more trip to Puglia in 2025! Click the image
below for details:
I’m the owner + founder of Olegana Travel Boutique.
I’m a travel addict, wife, mom of a little jet setter and another curious explorer who's growing up in my older son’s footsteps.
I curate custom made trips to Europe - for a group of women, a honeymoon, a solo traveler, or a family. Don't hesitate to reach out!
Hi, I’m Anna!
Is this a women-only group?
Yes, only women / (she/her) are welcome to join the group.
FAQs
Are children allowed on this tour?
No, this is an adults only group, for people 18 years old and older. If you’re under 50, don’t shy away -
everyone is welcome! If you are interested in a family friendly adventure through Italy or any other
country in Europe, we would be happy to create a custom trip for you. Please book a time on Anna's
calendar here to discuss further.
Where does the group leave from?
The group will meet at the hotel in Italy on October 19, 2025. Everyone will be responsible for purchasing their own plane tickets to get to Italy. We are happy to help find the best airfare options and plan a trip extension before or after the group trip. The traveler will be responsible for any extra costs associated with that.
This trip is NOT for you if:
- You don't like to be on a set schedule and you don't feel comfortable traveling in a group.
- You enjoy a lot of down time. Although we are proponents of slow travel, we feel it would be a
disservice to skip any of the included destinations or activities. There will be time for rest, but most
days will included planned activities. - You have mobility issues.
- You are under the age of 21 yrs old.
What weather and dress code should we expect/pack for?
We will provide a packing list closer to travel dates with suggested attire and useful gadgets. The trip is
very casual, so as long as you are comfortable, you will be fine.