Country Roads of Southern Italy & Sicily

Country Roads of Southern Italy & Sicily

Tour

Overview

Duration 13 Days
Supplier Insight Vacations
Destination Welcome to the Eternal City of Rome, Rome with the Locals, Rome to Sorrento, Capri, the Isle of Dreams, Pompeii and Alberobello, The Trulli of Alberobello Relaxed Start, Alberobello at Leisure Relaxed Start, Journey West to Matera, To Sicily and the Taormina Riviera, Free Time on the Taormina Riviera Relaxed Start, A New Dawn in Sicily Relaxed Start, Agrigento, the Valley of the Temples and on to Palermo, Palermo and the Golden Age of the Normans, Depart Palermo
Travel Type Tour

Description

Indulge in Italy’s finest food and views during this 2-week guided tour. When in Rome, you will toss a coin into the Trevi Fountain during a walking tour with a Local Expert. In Sorrento, settle into a luxurious resort and take in the views of Mount Vesuvius, which buried Pompeii in a pyroclastic cloud of ash and lava stones in 79 A.D. Dine on traditional Apulian cuisine inside a historic trulli house – iconic to the region with their conical stone roofs. Enjoy seasonal dishes such as orecchiette, a traditional pasta of Puglia, honoring age-old recipes, with a deep connection to their land. In Palermo, a historian will take you through the old city, showing you its cathedral and the Palat…

Day by Day Itinerary

  1. 1

    Day 1: Welcome to the Eternal City of Rome

  2. 2

    Day 2: Rome with the Locals

  3. 3

    Day 3: Rome to Sorrento

  4. 4

    Day 4: Capri

  5. 5

    Day 5: the Isle of Dreams

  6. 6

    Day 6: Pompeii and Alberobello

  7. 7

    Day 7: The Trulli of Alberobello Relaxed Start

  8. 8

    Day 8: Alberobello at Leisure Relaxed Start

  9. 9

    Day 9: Journey West to Matera

  10. 10

    Day 10: To Sicily and the Taormina Riviera

  11. 11

    Day 11: Free Time on the Taormina Riviera Relaxed Start

  12. 12

    Day 12: A New Dawn in Sicily Relaxed Start

  13. 13

    Day 13: Agrigento

  14. 14

    Day 14: the Valley of the Temples and on to Palermo

  15. 15

    Day 15: Palermo and the Golden Age of the Normans

  16. 16

    Day 16: Depart Palermo

Tour Map

Available Dates & Pricing

Pricing Details

Travel Date May 9, 2026
Return Date May 22, 2026
Book By May 6, 2026
Price Per Night $415.08 per person
Cabin / Category Book by 2026-04-09 to receive $599.00 Last Minute Deal Discount. Airfare not included

Price Comments

  • Book by 2026-04-09 to receive $599.00 Last Minute Deal Discount. Airfare not included

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About Insight Vacations

PREMIUM TOURS FOR CURIOUS TRAVELERS

Insight Vacations is a premium tour operator that promises a superior experience from start to finish, with an elevated level of detail and attention at every step. Discover more about the Insight Vacations premium travel experience. 

PREMIUM EXPERIENCES

Exclusive, crafted experiences that get you up close and personal to every destination. Enjoy Insider Access before and after opening-hours and skip the line access at key sights. Take your pick from one, two or three curated Insight Choice experiences. Plus, Insightful Encounters with Local Experts and Specialists that add even more life, color and storytelling for a truly enlightening experience.

PREMIUM DINING

Whether you’re being welcomed into the workspaces of chefs or taking your seat at top-rated restaurants, you’ll find yourself dining on regional favorites with a seasonal twist. Take your seat for wine-paired meals and enjoy indulging your preferences from a curated choice of restaurants on Dine-Around evenings. Get hands-on with Cooking Demonstrations and enjoy an industry-leading vegetarian offering at every mealtime.

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Discover Our Tour Styles

Find the journey right for you with our selection of tour styles. Whether you're looking to see a number of destinations in a single tour, explore a single destination in depth or you want to take the road less traveled, we have the perfect holiday for you.

Discovery Journeys

Discovery Journeys are the ideal style for first-time travelers, showing you the very best your destination has to offer. Each tour will introduce you to multiple countries in one journey.

Regional Journeys

Travel deeper by picking one place that you’ve always longed to visit. Our Regional Journeys are carefully planned to let you explore one region or country in depth, in order to really know its people, traditions and culture.

Country Roads

Step off the beaten track and discover a different side of your destination. Steering clear of the well-trodden tourist trail, our Country Roads program sends you off to hidden retreats and unexpected adventures with lots of local flavor.

Easy Pace

Love full days at leisure while on holiday? Take more time to explore on your own, with a minimum of three nights in each destination and plenty of free time – including more Relaxed Starts – built into the itinerary.

Special Interest Tours

Explore our collection of Special Interest Tours that are themed around particular local festivals, events or cultural interests. These tours include stops at the Chelsea Flower Show in England, Oktoberfest in Germany and more.

Group Travel

Private Custom Groups

We offer the option to customize your own group tour. Our dedicated team of travel experts will create a tailor-made itinerary to suit your needs.

Groups on Set Departures

Pricing Scales to your group size. Our group sizes have no upper limits and our competitive pricing scales according to your group size and your budget.

We Make Travel Matter

Our history of traveling sustainably
OVER A DECADE OF POSITIVE IMPACT

There are few things more stylish and elegant than being a responsible tourist. That's why sustainable and responsible tourism is at the heart of what we do. As a premium travel brand, we recognize that it's our duty to set the right example. We work diligently to leave a positive impact on the planet, its people, and its wonderful wildlife. To cement our commitment, we created our 5-year How We Tread Right sustainability strategy and our not-for-profit organization, the TreadRight Foundation.

OUR COMMITMENT

  • Sustainability and conservation: We ensure that we’re protecting our invaluable landscapes and natural resources.
  • Cultural preservation: We ensure that the true economic benefit of travel is felt by local communities.
  • Protection of our world’s wildlife: We advocate for the highest standard of ethical wildlife experiences.

Our 5-year sustainability strategy
HOW WE TREAD RIGHT

Our 5-year How We Tread Right sustainability strategy is based on 11 measurable goals anchored to the United Nations Sustainable Development Goals, which address the issues of climate change, sustainable food production, waste reduction, travel experiences, diversity and inclusion, and wildlife.  

By traveling with Insight Vacations, you're supporting a responsible travel company that truly works hard to make a difference. 

How you have a positive impact
MAKE TRAVEL MATTER®️ Experiences

Travel is education and experience is the best teacher. Our MAKE TRAVEL MATTER®️ Experiences teach you about the world all while making it better. Whether that's through supporting local economies, preserving age-old traditions, or advancing conservation efforts for native ecosystems. Find out more about how you can be a truly sustainable traveler.  

Climate Action
OUR JOURNEY TO NET ZERO

Since the inception of our sustainability strategy, the global community has continued to rally in response to the urgent need for climate action. We're committed to achieve net zero greenhouse gas (GHG) emissions by the year 2050. 
Our dedication to this goal is outlined in our Climate Action Plan, with science-based targets that address our carbon footprint. We are proud of the fact that, alongside our sister brands, we became the first global tour operator to have near-term, long-term and net zero targets that are validated by the Science Based Target initiative (SBTi). Gain a deeper insight into our Climate Action Plan and how we're meeting our targets. 

Our strategic plan
DIVERSITY, EQUITY AND INCLUSION

We believe diversity is the foundation of meaningful travel. We set out with a curious mind, and the desire to meet new people, hear fresh perspectives and experience different cultures. Embracing and empowering diversity, equity and inclusion in all areas of life requires a conscious effort – whether at home, at work, or in our communities.

At the Travel Corporation (TTC), our Diversity, Equity and Inclusion (DEI) journey started many years ago, with the development of our DEI strategy. We’ve formalized goals in the following areas: People & Culture, Product & Experiences, and Marketing & Communications, to ensure we’re upholding our end. 

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