Sicily Tours & Trips

111 Sicily trips. Tours from 54 tour companies. 530 reviews. 4.6/5 avg rating.

111 Trips match your criteria (101 - 111 shown)

Italy - Your Way
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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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ULTIMATE ITALY TOUR - Italy in 30 Days
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Balanced schedule

Highlights

  • Rome with the Coliseum and Imperial Forums, Caesars and gladiators
  • The Vatican with the Basilica of St. Peter, Popes and power
  • Orvieto and Civita, the cities “on the rocks”
  • Assisi, the birthplace of St. Francis
  • Umbria, the green heart of Italy
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Themes

Cultural, Culinary & Wine, Hiking & Walking, Photography, High Adventure

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

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Italy - Customize It Your Way
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Self-Guided / Independent Tour
Lodging level
Luxury - 5 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
  • Explore only the locations and attractions you want to see, when you want to see them
Show more

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!!"

Trip dates & details
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Italy - Your Way
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Private Guided
Lodging level
Luxury - 5 star
Physical level
Very 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
Show more

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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AUTHENTIC ITALY GRAND TOUR NORTH - The Northern Lakes, Emilia, Florence, Tuscany, Umbria in 12 days
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Balanced schedule

Highlights

  • Lake Maggiore and Lake Como, a scenery for movie lovers
  • Parma, where Food is an art
  • Maranello, the legend of Ferrari was born here
  • Florence, an open-air museum
  • Chianti, winemakers for 800 years
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Themes

Cultural, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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Treasures of Sicily Tour
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Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Guided tour of Ortygia & the Neapolis archaeological park, Siracusa
  • Visit Local market in Ortygia
  • Enjoy Guided tours of the Baroque towns of Noto and Ragusa Ibla
  • See the Temples of Agrigento
  • Enjoy Winery visit with wine tasting
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Themes

Cultural

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $200 per person per day
Self-Guided / Independent Tour
Sicily: A Dream With Open Eyes
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • Visit Sciacca.
  • Visit the archaeological area of Eraclea Minoa.
  • Visit the Scala dei Turchi.
  • Visit town of Caltabellotta.
  • Visit the beautiful Cala Bianca, Cala Rossa and Grotta dei Colombi.
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Themes

Cultural, Culinary & Wine

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Walking in Eastern Sicily
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Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit to Mt Etna
  • Explore The Aeolian Islands
  • Discover Siracusa
  • Visit Pantalica
  • Enjoy seeing the ‘Godfather’ vilages

Themes

Cultural, Hiking & Walking

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Malta and Gozo Discovery
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Gozo, Grand Harbour, Mdina, Mosta, Sicily, Sliema, Valletta

Highlights

  • Highlights tour of Malta and Gozo exploring these Mediterranean islands
  • Explore Malta's capital of Valetta and its fortifications, churches, Grand Harbour
  • Discover the oldest freestanding structures in the world including the temple of Ggantija

Themes

Cultural, Hiking & Walking

What travelers are saying

"Fantastic holiday, group and leader (T)"

Trip dates & details
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Cycling in Sicily
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Sicily, Syracuse

Highlights

  • Discover the best of Sicily by bike with a small group of like-minded adventurers
  • Ride through UNESCO-listed baroque towns in the Val di Noto, Marzamemi and Syracuse
  • Cycle to Cavagrande del Cassibile, one of the deepest canyons in Europe
  • Cool off with refreshing dips in hotel pools and in the Mediterranean Sea
  • Sample the exquisite regional cuisine and wine of Sicily

Themes

Cultural, Cycling & Biking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Private Guided Tours Of Sicily
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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.
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

  • Noto Explore this chic baroque jewel in the south east corner of Sicily
  • Ortigia Island A truely unique town of Venetian heritage built on an island surrounded by the sparkling Mediterranean connected only by a short bridge to the rest of Sicily
  • Mount Etna Explore this active volcano if you are brave enough
  • Favignana Island advenutre to this hidden treasure and local Italian vacation hotspot which lies off the west coast of Sicily.
  • Palermo Discover the sizziling cultural hotpot that is the capital of Sicily

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!"

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Rome to Sicily
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Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Amalfi Coast, Bar, Catania, Forum, Mount Etna, Naples, Palermo, Pompeii, Positano, Rome, Sicily, Sorrento, Syracuse, Vatican City

Highlights

  • Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more. This is a city that bucket lists were made for
  • Feel La Dolce Vita while sipping espresso alongside sharp-dressed locals on the glamorous Sorrentine Peninsula
  • Explore the vast, frozen in time ruins of ancient Pompeii, which emerged from the ashes after thousands of years, and take a peak inside the steaming crater of Mt Vesuvius, the volcano that destroyed it
  • Hike among the olive groves on the Path of the Gods along the spectacular Amalfi Coast
  • Get up close and personal with the active volcanoes scattered across the Aeolian Islands and perhaps take a dip in one of the sulphur springs
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Themes

Cultural, High Adventure

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

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Treasures of Sicily
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Agrigento, Mount Etna, Palermo, Sicily, Taormina

Highlights

  • Explore baroque heritage in Noto and Ragusa Ibla
  • Visit archeological sites in Siracusa, Agrigento and Selinunte
  • Cover the island's highlights and best heritage sites in nine days

Themes

Cultural

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Sicily Reviews & Ratings

4.6/5  Excellent
530  Reviews
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Excellent
96
Great
44
Average
6
Disappointing
0
Terrible
1
D

David

Apr 2025

Written on

Malta and Gozo Discovery

The Explore trip we had to Malta and Gozo was fantastic! The trip was very well run by our superb leader Chantelle Shaw. She excelled in every way. We were looked af...

T

Trusted Customer

Apr 2025

Written on

Malta and Gozo Discovery

This is a thorough and comprehensive trip. It was a lovely group and March is a good time to travel, at the start of the season. Chantal is an excellent and well org...

M

Monica

Apr 2025

Written on

Malta and Gozo Discovery

The itinerary was varied and interesting, the leader was brilliant, friendly, knowledgeable and endlessly helpful, and the members of our small group were all good c...

K

Kathryn

Apr 2025

Written on

Malta and Gozo Discovery

This is a really great trip if you love history. Malta is a fascinating place and the Explore tour covers most of it! Be prepared for sitting in Malta’s traffic for ...

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Sicily Tour Selection Trips

  • Sicily has a number of uneven pavements to walk on, steep stairways to climb and rough bouncy roads to drive over. This may not be the best trip if you have trouble walking or suffer from a bad back or neck.
  • Sicilian meals are bountiful and then some. Know from the start that you will be served large amounts and several courses, so pace yourself.
  • Sicilian cuisine is varied and outstanding. Consider enhancing your gastronomic experience by at least sampling some foods you might not eat at home.
  • While Sicily's weather is normally sunny and mild, it can get a bit chilly at higher altitudes, so taking layers of clothing is recommended.  
  • When you have free time in a city or town, get away from the main streets and more touristy areas. The back streets and hidden neighborhoods are much less crowded, charming and quite safe.

Additional details

Sicily is where some of the greatest cultures of the Mediterranean Sea converged. The island was once the center of the ancient world that saw traders and influences from the Ottoman Empire, Africa, and Greece.

This cultural melting pot and the distinct way of life of Sicily makes this island one of Italy’s most culturally and diverse regions.

Where is Sicily

Sicily is an island located right off the tip of the boot of Southern Italy and is one of the self-governing regions of Italy. Sicily is separated from the mainland by the Strait of Messina that connects the Tyrrhenian and Ionian Seas.

Travelers to Sicily can reach the island by either ferry or plane. The two main airports for the island are in Palermo and Catania. If you are coming from the Italian mainland, you can take a ferry from the region of Calabria at the tip of the Italian boot or take a longer ferry ride from Naples or Genoa.

Top Things to See in Sicily

Sicily has a history stretching back thousands of years with influences from all over the world. All of these important cultural impacts have created some of the most interesting cities and sites in Italy. Also, Sicily has a very unique landscape that has made it a top destination for visitors to Italy for years.

1. PalermoOne of the starting points for tours of Sicily, Palermo is a true representation of the historical roadmap of Sicily. Sicily is home to stunning Arabic architecture, Byzantine churches, and traditional Sicilian food such as arancini and caponata.  

2. Mount EtnaOne of Sicily’s main attractions, Mount Etna is an active stratovolcano just north of Catania. Visitors can hike the trails of the surrounding park or visit the active craters scattered across the volcano.

3. Valley of TemplesThe Valley of the Temples is a history lover’s dream and a top destination included in Sicily guided tours. The Valley of the Temples is an archaeological park in the city of Agrigento where 3,000 years of human occupation can be seen in the Greek temples, buildings, and theatres of the site.

4. OrtigiaOrtigia may be small, but it is mighty. Ortigia is the old town of Syracuse on the southern end of Sicily. Travelers will enjoy the tiny cobblestone streets, independent shops, and plazas that transport you to Sicily’s medieval and Greek past.

5. VineyardsSicily is one of Italy’s most famous wine regions. Covering over 300,000 acres of the island, these vineyards provide some of the best dessert wine in the world. Visitors to the island can take guided wine tours of the many vineyards around Palermo, Catania, and Mount Etna.

Common Sicily Tour Routes

Most guided tours of Sicily start and end in Catania or Palermo. These two main cities sit on opposite sides of the island and are both culturally important to understanding the Sicilian way of life. Both of these cities are also the best base points for day trips around the island. 

Sicily tours typically last between 8-15 days. Most tour itineraries include the major destinations of Mount Etna, Taormina, Syracuse, and the Valley of the Temples. The tour routes typically follow a semi-circle or full circle route of the island, visiting cities and regions along the coast. 

Sicily is occasionally included in broader Italy tours in Southern Italy. Many of these tour itineraries include stops on the Amalfi Coast, Sorrento, Naples, and Capri.

Who Will Enjoy Touring Sicily

Sicily is a prime destination for those wishing to learn about a storied culture while touring spectacular landscapes. History lovers will enjoy the multicultural cities of Palermo and Syracuse and the influential Valley of the Temples.

Additionally, outdoor enthusiasts will love the distinct terrain of Sicily. With towering mountains and long, stretching beaches, Sicily is one of the best places for travelers to experience Sicilian history through nature.

If you are looking for a food and wine experience, you will not be disappointed in Sicily. With such a strong food identity and wine culture, foodies will enjoy the food and wine tours that are offered in most Sicilian tour itineraries.

Sicily is also a destination for those looking to see another side of Italy. Since Sicily didn’t become part of the Italian kingdom until the 1860s, Sicily has retained a very distinct identity compared to other parts of Italy.

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On Travelstride you can find 111 trips to Sicily and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

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