Top Italy Adventure & Adrenaline Custom Private Tours & Packages In 2025/2026

Our 27 most popular Italy Adventure & Adrenaline Custom Private Tours & Packages trips. Compare tour itineraries from 6 tour companies. 26 reviews.

27 Trips match your criteria (1 - 22 shown)

Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours
Save this trip to your favorites or other list
By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Cooking Class at a Local’s Home
  • Exploring 3 of Southern Italy’s Prettiest Towns
  • Swimming in Clear Water Alongside a White Cliff
  • Hiking Around a Mighty Volcano
  • Structures Designed by Greeks Thousands of Years Ago
Show more

Themes

Education / Learning, Hiking & Walking, Festivals & Special Events

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety

More
The Italy Grand Tour
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Venice Lose yourself in the labyrinth of alleyways and canals. Venice is a place of alluring charm and elegance like no other.
  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most artistic and culturally rich city in the world.
  • Rome The eternal city, a cinematic dream and the heart of the mighty Roman empire and modern day Italy
  • Naples An enigmatic place of history and glamour mixed with a hint of danger makes Naples a very exciting place to explore.
  • Capri and the Amalfi Coast Explore the villages of the iconic Amafli coast, the classic Italy summer coastal retreat.

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More
Rome and Tuscany Tour
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Explore the heart of Rome visiting some of the MUST SEE icons of the city such as the Coliseum and Roman Forum
  • Enjoy organic Italian delights such as Pecorino Romano cheese or freshly made pasta
  • Enjoy a smooth ride in the stunning Tuscany countryside
  • Enjoy this magical place by immersing yourself in one of the natural bathtubs

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More

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
The Amalfi Coast And Her Islands Private Tour
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Naples Lose yourself in the labyrinth of alleyways in historic Naples. Naples is an enigmatic place of history and glamour mixed with a hint of danger like no other.
  • Amalfi Coast coastal drive Explore the villages of the Amalfi coast and experience a road trip along one of the most iconic stretches of coastal roads in the world.
  • Pompeii Take an adventure into the past on a guided visit to this remarkable palace preserved under volcanic ash for thousands of years.
  • Capri, Ischia and Procida Vacation like a celebrity island hopping around these movie star islands

Themes

Cultural, Nature & Wildlife

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More
Private Guided Tours Of Sardinia
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Discover splendidly unspoilt white and gold sand beaches
  • The essence of Mirto, the Sardinian berry which can be made into a delicious liqueur
  • Distinctive in history, language, a unique fusion of populations, culture and cuisine
  • Sardinia through impressive fortified towns or quaint fishing villages

Themes

Cultural, Nature & Wildlife

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More
Escorted Tours Of Tuscany
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most culture rich city in the world. Florence is a city of art and alluring elegance and like no other.
  • Siena The delightful hilltop Renaissance jewel. The perfect place to spend a Tuscan day
  • Maremma Leave the tourists behind and adventure into the wilder side of Tuscany. Serene countryside scattered with stunning ancient hilltop towns and vineyards to be explored.
  • Monte Argentario An island joined to the mainland by 3 sandy spits, enjoy island life without leaving Tuscany and discover the best beaches in Tuscany
  • Lucca Another picture perfect walled Tuscan town crammed with architectural treasures. Also our favorite boutiques to browse in Tuscany.
Show more

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More
Venice & The Veneto Private Luxury Tours
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Venice Lose yourself in the labyrinth of alleyways and perch upon little bridges to peer over the canals adorned with ancient buildings that reflect upon the waters leading to the lagoon. Venice is a place of alluring charm and elegance like no other.
  • Burano Island Home to the artisans of Venice. Cross the Venice lagoon by boat to Burano island. You will fall in love with the explosion of colors of the buildings and the many artisanal shops specialized in glass, lace and art.
  • Verona The city of Romeo and Juliett and her classical Renaissance architecture and Roman remains.
  • Lake Garda The largest of Italy’s northern lakes where the Italian aristocracy summer by the shore where the dramatic Dolomite mountains spill into the water.
  • Treviso The lesser known and much less touristy hidden gem of a town known as ‘Little Venice’

Themes

Cultural, Nature & Wildlife

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More
Private Tours The Italian Riviera
Save this trip to your favorites or other list
By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Lake Como on our way to the Riviera we will stop by Italy’s celebrity lake hangout.
  • Cinque Terre It's no secret these five castal villages connected by a walking track is a must see destination.
  • Lerici ‘The gulf of Poets’, an impossibly pretty bay that inspired the likes of Byon and Shelley who both lived there.
  • Portofino is the glamorous harbor beloved by movie stars and celebrities with good reason.
  • Sanremo The Riviera classic resort town and musical capital of Italy.
Show more

Themes

Nature & Wildlife, Hiking & Walking

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
More

Italy Adventure & Adrenaline Custom Private Tours & Packages Reviews

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...

P

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...

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...

B

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...

C

Caroline Ufford

Feb 2023

Written on

I highly recommend booking with Charlie and this tour.

I highly recommend booking with Charlie and this tour. Sicily is a beautiful place. This trip allows you to explore its towns will being well accompanied by trustwor...

Write a Review
...
...
Sign in to reveal savings up to $700 per person!