Top Italy Relaxing Retreat Custom Private Tours & Packages In 2025/2026

Our 28 most popular Italy Relaxing Retreat Custom Private Tours & Packages trips. Compare tour itineraries from 9 tour companies. 35 reviews.

28 Trips match your criteria (23 - 28 shown)

Private guided Dolomites Deluxe Alta Via 1
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5/5 Excellent
9 reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Explore cortina d'ampezzo
  • Visit the fascinating martini ledge and cinque torri trenches across the valley.
  • Discover cortina d’ampezzo
  • Enjoy hiking friendly and relaxed, the rosa alpina
  • Experience the hiking thought the tour you travel

Themes

Nature & Wildlife, Family Friendly, Hiking & Walking, National Parks

What travelers are saying

"We just returned from an ideal vacation trekking the Bernese Oberland trail! Alpinehikers, with great advice from Matt, did a great job helping us set up a dream vacation in the Alps. So many highlights, great maps & info along the way, and overall great experience. I highly recommend them!"

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Italy - Your Way
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5/5 Excellent
9 reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Tours designed especially for you and your travel companions
  • Tours from $2,000 to $10,000, per person, working within your budget to find the best options for you
  • Arranged and designed tours for all aspects or portions of your journey
  • Private and small group day tours available
  • Travel at your pace
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Themes

Cultural, Nature & Wildlife, Culinary & Wine, Family Friendly, Hiking & Walking, Local Immersion & Homestays, Birding, Train & Rail Journeys, Education / Learning, Photography, National Parks, High Adventure, Festivals & Special Events, Climbing & Mountaineering, Small Ship Cruise, Religious, Relaxing Retreats, Overland Journeys

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

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Baroque Treasures of Puglia
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Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Visit to the famous "Forno delle Monache," a traditional bakery once run by nuns
  • Enjoy a hands-on cooking class to learn to prepare the local specialties of focaccia pugliese and orecchiette
  • Enjoy a two hour walking tour of Bari including the Palazzo Normanno, the two cathedrals, the fish market, and don't miss the streets of the old city where local women make pasta by hand
  • Enjoy highlights such as the Piazza Sant'Oronzo, the Basilicata of Santa Croce, and the Duomo
  • Enjoy an organic, farm-to-table meal of local specialties with wine

Themes

Cultural, Culinary & Wine, Hiking & Walking, Local Immersion & Homestays, Women Only

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Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
Adriatic Private Tour
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Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Explore Croatia and Montenegro with a private driver/tour guide
  • Try delicious Croatian wine, truffles, olive oil, and food
  • Local guides in Pula, Plitvice Lakes, Zadar, Sibenik, Split, Dubrovnik, and Kotor
  • Discover Roman and Greek heritage - UNESCO sites

Themes

Culinary & Wine, Hiking & Walking

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Southern Croatia Private Tour
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Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Overnights in two most interesting cities in Croatia: Split and Dubrovnik
  • Day trips from each city with transfer and tour from Split to Dubrovnik
  • Perfect combination of history, nature, sea experience and food & wine
  • Slow paced itinerary, ideally for those who want to enjoy in beautiful Croatian weather

Themes

Nature & Wildlife, Hiking & Walking, National Parks

Trip dates & details
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Lake Iseo Holiday
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Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Winery visit, wine tasting accompanied by rustic snacks in Franciacorta
  • Visit of the Church of San Pietro in Lamosa Monastery
  • Enjoy a barbecue and take in the dramatic mountain landscape
  • Enjoy a sightseeing tour along the Wine and Castles Road

Themes

Cultural, Culinary & Wine, Local Immersion & Homestays, Small Ship Cruise, Women Only

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Italy Relaxing Retreat Custom Private Tours & Packages Reviews

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Beth Kennedy

Feb 2023

Written on

This tour was super fun!

This tour was super fun! CharlieTheTraveler is a great company to book with if you’re looking for an organized trip that saves you time in planning. Sicily was a pre...

M

Michelle Wylder

Feb 2023

Written on

This was my first time booking with an independent tour company, and I did not regret it.

This was my first time booking with an independent tour company, and I did not regret it. Charlie is an expert at creating unforgettable experiences through his tour...

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Patti Olson

Feb 2023

Written on

This Sicily tour with CharlieTheTraveler was amazing!!

This Sicily tour with CharlieTheTraveler was amazing!! Loved the itinerary, the guides were amazing, and the whole process was efficient and smooth. I definitely app...

S

Sofia Rueda

Feb 2023

Written on

I’m so glad I decided to book this trip at the last minute, it was so much fun.

I’m so glad I decided to book this trip at the last minute, it was so much fun. I particularly liked visiting the various towns in Sicily, I loved learning about the...

M

Marleen Page

Feb 2023

Written on

CharlieTheTraveler was an excellent company to travel with.

CharlieTheTraveler was an excellent company to travel with. My family and I loved everything included in this Sicily tour, we couldn’t have asked for better. The who...

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