Islands of the Greek Cyclades

12 days from $5,172 per person*
  • Stroll the moon-like beach of Sarakiniko on Milos with a private guide.
  • Swim the crystal-clear waters of the Aegean and stretch out on pristine beaches.
  • Take a private tour of Byzantine and Venetian relics on Naxos, then sample citron liqueur at a local distillery.
  • Discover the archaeological wonders of the Acropolis in Athens on a private walking tour.
  • Stay at a handpicked selection of premium accommodations.
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The Cyclades, a rough circle of islands in the Aegean Sea dotted with windmills and whitewashed villages, is world-famous for its natural beauty and vibrant nightlife. While Mykonos and Santorini get most of the attention, their lesser-explored-but-no-less-wondrous neighbors appeal to those seeking more peaceful escapes. The volcanic splendor, archaeological sites, and white-rock shores of rugged Milos enchant the curious; the narrow streets of Ios were built for slow strolls, and Naxos’ white wines and delicious liqueurs have enticed visitors for centuries. It should come as no surprise that these islands serve as the setting for so many Greek legends. But why settle for fables when you could write your own story?

Life unfolds at a leisurely pace in the Greek Islands, and we’ve designed this itinerary to give you all the time you need to stretch out and enjoy it. It begins in the ancient capital of Athens with a private half-day guided tour of the historic sites of classical Greece, including the Temple of Olympian Zeus, the Arch of Hadrian, and the Parthenon atop the Acropolis. Next, cruise to the Saronic Gulf islands of Hydra and Aegina to swim in the Aegean’s impossibly blue waters. On Milos, you’ll walk the bone-white beach of Sarakiniko and wander the cobblestone alleys of its villages en route to historic Christian catacombs, Roman ruins, and the site where the “Venus de Milo” was discovered. Quiet Ios is next, where you’ll stroll the narrow streets of Yialos and Mylopotas with a private guide before a night spent exploring the island on your own. Last stop: Naxos, the largest of the Cycladic islands and home to Byzantine churches, Venetian castles, tasty citron liqueurs, and ancient legend, all of which you’ll discover on a private tour. In keeping with the laidback nature of the Greek isles, your itinerary includes plenty of free time for relaxation and exploration, too. ... Show More »

Please note: This itinerary is only available from June through early September, annually.

Kensington Tours creates private trips from the world’s finest ingredients. Tailor-made with care by your personal Destination Expert, your personalized trip is always a one-of-a-kind experience made just for you. Expert local guidance and 24/7 service come standard. « Show Less

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Athens
    Athens
    • Private Transfer - Airport with Meet & Greet - Vehicle/Driver/Assistant
    • Greece - Welcome Package
    Electra Palace (B) (Superior Acropolis View)
  • Day 2 Athens
    Athens
    • Private Tour - City Tour with Acropolis and Cape Sounion (8 hrs) - Vehicle/Guide/Driver
    Electra Palace (B) (Superior Acropolis View)
  • Day 3 Athens to Milos Island
    Athens to Milos Island
    • Private Transfer - Port - Vehicle/Driver
    • Ferry - Athens - Milos Island [3 hrs] - Economy Class
    • Private Transfer - Port (Adamas) - Vehicle/Driver
  • Day 4 Milos Island
    Milos Island
    • Private Tour - 1/2 Day The Best of Milos: Sarakiniko, Plaka and Catacombs (4.5 hrs) - Vehicle/Guide/Driver
  • Day 5 Milos Island
    Milos Island
    • Milos Day At Leisure
  • Day 6 Milos Island to Ios
    Milos Island to Ios
    • Private Transfer - Port (Adamas) - Vehicle/Driver
    • Ferry - Milos Island - Ios [(3-4 hrs)] - Economy Class
    • Private Transfer - Port - Vehicle/Driver
  • Day 7 Ios
    Ios
    • Private Tour - 1/2 Day Yialos, Chora & Mylopotas (3 hrs) - Vehicle/Guide/Driver
  • Day 8 Ios
    Ios
    • Ios Day At Leisure
  • Day 9 Ios to Naxos
    Ios to Naxos
    • Private Transfer - Port - Vehicle/Driver
    • Ferry - Ios - Naxos [1 hr] - Economy Class
    • Private Transfer - Town, St. George - Port - Vehicle/Driver
  • Day 10 Naxos
    Naxos
    • Private Tour - Villages of Naxos & Kouros of Apollonas (with Lunch, 8 hrs) - Vehicle/Driver-Escort
  • Day 11 Naxos
    Naxos
    • Naxos Day At Leisure
  • Day 12 Naxos
    Naxos
    • Private Transfer - Town, St. George - Port - Vehicle/Driver
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
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Day 1: Athens

Enjoy an airport transfer with a driver and assistant. For your added comfort, your representative will help you to co-ordinate meeting up with your private driver and accompany you to your accommodation.

A welcome package with a city map, ferry tickets (if relevant), and any other touristic information that we deem you may find useful will be waiting for you upon your arrival at your first hotel on your trip.

Accommodation: Electra Palace (B) (Superior Acropolis View)

The Electra Palace Hotel in Athens is a stately and aristocratic hospitable presence centrally located in the heart of Athens and the old town of Plaka. Located within walking distance of the Acropolis and most major historical sites, as well as the business and commercial districts, the hotel is a luxurious retreat. Enjoy commanding views of the Acropolis from the rooftop restaurant and pool. Guest can dine at the "Motivo" restaurant, the "Electra" Roof garden restaurant, and the traditional English style "Duck-Tail" bar with its beautiful garden. The Electra Palace Hotel also hosts a wellness area, an outdoor swimming pool with Jacuzzi and pool bar, an underground parking and a business center.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Electra Roof Garden Restaurant
Electra Roof Garden Restaurant

Day 2: Athens

Meet your private driver and English-speaking guide for a full day private tour of Athens. Antiquity’s well-preserved sights mingle with a thriving, modern city, and the striking contrasts make Athens a fascinating city. Start with a visit to the city center to see the exterior architecture of the Constitution Square, the House of Parliament, the Memorial to the Unknown Soldier, and the National Library. Continue your drive to the Acropolis, passing by Hadrian’s Arch. Stop for a visit to the Temple of Olympian Zeus and the Panathenaic Stadium across the street, where the first Olympic Games of the modern era were held in 1896.

Next, spend some time exploring the UNESCO World Heritage Site of the Acropolis, the ancient citadel located on a rocky outcrop overlooking the city. Discover the architectural masterpieces of the Golden Age of Athens: the Propylaea, the Temple of Athena Nike, the Erechtheion, and its most famous ancient monument, the iconic Parthenon. Break for lunch (not included), and in the afternoon, enjoy a scenic drive along the coastal road overlooking the Saronic Gulf, driving through some of Athens' most picturesque suburbs, including Glyfada, Vouliagmeni, and Varkiza on the way to Cape Sounion. Visit the remains of the Ancient Greek Temple of Poseidon, one of the major archeological monuments of the Golden Age, offering breathtaking panoramic views of the sea and surrounding islands. The temple dates to the same period as the Acropolis in nearby Athens and features a portico with Doric columns set on a cliff. After visiting the Temple of Poseidon, there will be time to explore the rocky promontory of Sounion. At the end of the visit, return to your hotel by private vehicle.

Accommodation: Electra Palace (B) (Superior Acropolis View)
Islands of the Greek Cyclades Tours 2019 - 2020 -  Temple of Poseidon
Temple of Poseidon
Islands of the Greek Cyclades Tours 2019 - 2020 -  Athens
Athens

Day 3: Athens - Milos Island

Meet your driver for a private port transfer.

Board a high-speed ferry for a transfer from Athens to Milos Island. Approximate ferry duration is 3 hours.

Meet your private driver and transportation for a port transfer.

Accommodation: Santa Maria Luxury Suites

Situated on a picturesque hill, just a kilometer away from the port town of Adamas, the Santa Maria Luxury Suites blends elegance with the traditional architecture of Milos island. The modern and minimalistic décor of the suites’ interior, along with the breathtaking views from the private terraces create an ambiance of relaxation and tranquility. The hotel features a breakfast terrace, a relaxing pool area with a breathtaking view of the beautiful Gulf of Milos.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Santa Maria Luxury Suites (4*)
Santa Maria Luxury Suites (4*)

Day 4: Milos Island

Explore the fascinating volcanic island of Milos, whose geological setting served as a backdrop to the emergence of early Christianity. Meet with your private guide and driver, and begin with a visit to Papafragas Beach to gave upon the clear turquoise waters. The network of caves at the bottom of the ravine is a popular snorkeling spot for adventure seekers and makes for a memorable sight. Continue to Sarakiniko, a stunning inlet of pure white rock formations sculpted by volcanic eruptions. This beautiful spot has an otherworldly feel to it, and the geological wonder is one of the most photographed places in the Cyclades. Walk along the inlet to experience this one-of-a-kind natural beach and capture some unique photos reminiscent of landing on the moon.

Continue along the island’s northern cost towards the picturesque town of Plaka, known for its cobblestone streets and alleys. The town is built in the classic Cycladic “Chora” style with white stone houses and bougainvillea flowers. Stroll through the village at a relaxed pace to admire its traditional architecture and stunning views of the sea from Panagia Korfiatissa Church. 

Next, head to the outskirts of Trypiti to visit the Catacombs of Milos. A sacred place for early Christianity, the Necropolis was the final resting place to an estimated 2500 souls and doubled as a place of worship and refuge for early Christians fleeing persecution by the Romans. Close to the Catacombs, the Roman ruins of the Ancient Theater on Milos can be found. The amphitheater continues to host cultural events on the island to this day. End your tour by visiting the site of the discovery of Venus de Milo in 1820 – now part of the Louvre’s collection in Paris. At the end of the tour, return to your hotel by private vehicle.

Accommodation: Santa Maria Luxury Suites
Islands of the Greek Cyclades Tours 2019 - 2020 -  Sarakiniko Beach
Sarakiniko Beach

Day 5: Milos Island

Enjoy a leisurely day in Milos today with no planned activities. The southwesternmost island of the Cyclades is volcanic in origin, and hot sulfurous springs can be found along the eastern shore of the harbor. Explore the island at a leisurely pace - there are 70 beaches along its shores to discover at your own pace, with Sarakiniko offering particularly beautiful lunar landscapes. You may also wish to relax and enjoy the amenities at your hotel today.

Accommodation: Santa Maria Luxury Suites
Islands of the Greek Cyclades Tours 2019 - 2020 -  Sarakiniko Beach in Milos
Sarakiniko Beach in Milos

Day 6: Milos Island - Ios

Meet your private driver and transportation for a port transfer.

Board a high-speed ferry for a transfer from Milos Island to Ios. Approximate transfer time is 3 to 4 hours.

Meet your private driver and transportation for a port transfer.

Accommodation: Dionysos Seaside Resort

Dionysos Seaside Resort is situated in a quiet, unspoiled location overlooking the breathtaking Mylopotas beach only 5 km away from Ios port and 20 minutes’ walk from the island's capital. Maintaining a balance between an intimate island family hotel and a glamorous sea- side resort in Ios, Dionysos beach hotel is a real haven. This 4-star property features elegantly decorated rooms, offering a view of the sea, pool or garden. The hotel also features a tennis court, two swimming pools, a beach bar and an a la carte restaurant.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Ios
Ios
Islands of the Greek Cyclades Tours 2019 - 2020 -  Dionysos Beach Resort
Dionysos Beach Resort

Day 7: Ios

Ios is a quaint Cycladian island lined with beautiful ports, beaches and villages perfect for exploring. Meet your private driver and guide at your hotel and spend a half day exploring this picturesque island, beginning with a stroll along the beautiful port of Yialos and see the 17th-century Agia Irini chapel. From here, head along the path to Valmas and Kolisani, two small and remote sandy beaches.

From the port area, make your way to the old town of Chora, a quaint town featuring iconic flat-roofed houses along narrow stone-paved streets. Spend some time wandering the streets and explore the town’s lively markets, restaurants and bars. Continue to the cliff top Greek Orthodox church Panagia Gremiotissa. The church is the highest spot in the village and visible throughout the entire town of Chora. End with a visit to nearby Mylopotas beach, for a laid-back time lounging on the sand, or swim in the azure waters. Return to your hotel by private vehicle at the end of the tour.

Accommodation: Dionysos Seaside Resort
Islands of the Greek Cyclades Tours 2019 - 2020 -  Yialos Port
Yialos Port
Islands of the Greek Cyclades Tours 2019 - 2020 -  Dionysos Seaside Resort
Dionysos Seaside Resort

Day 8: Ios

The dramatic cliffside backdrop overlooking the sea of the island of Ios is the perfect setting for a relaxing day at leisure. Stroll through the Cycladic villages and meander narrow pathways of stairs through an enticing selection of restaurants, boutiques, bars, and nightclubs. The island is particularly well-known in Greece for its savory local cheeses, and connection to the ancient Greek poet Homer. Spend the day exploring the idyllic golden sand beaches set against cerulean waters at a leisurely pace, with no activities scheduled for today.

Accommodation: Dionysos Seaside Resort
Islands of the Greek Cyclades Tours 2019 - 2020 -  Ios
Ios

Day 9: Ios - Naxos

Meet your private driver and transportation for a port transfer.

Board a high-speed ferry for a transfer from Ios to Naxos. Approximate transfer time is 1 hour.

Meet your driver for a private port transfer.

Accommodation: Nissaki Beach Hotel

The Nissaki Beach Hotel, built upon the seashore of Saint George Beach and only minutes away from the picturesque, cosmopolitan town of Chora, Naxos, is an impressive site at first glance. The blend of luxury class and relaxation along with the privileged and magical view of the crystal clear blue waters of the Aegean Sea, and the heartfelt hospitality of the hotel proprietors as well as the smiles of the experienced staff will make your vacation an unforgettable experience.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Nissaki Beach Hotel Guest Room
Nissaki Beach Hotel Guest Room
Islands of the Greek Cyclades Tours 2019 - 2020 -  Nissaki Beach Hotel Restaurant
Nissaki Beach Hotel Restaurant

Day 10: Naxos

Explore the scenic small villages of Naxos, an island dotted with ancient monuments, Byzantine Churches, Venetian castles, and classical Greek ruins to compliment the dramatic coastline. Meet your private driver-guide at your hotel, and drive through colorful villages en route to picturesque Sangri. Here you'll explore the village’s ancient temple ruins dedicated to the goddess of the harvest and fertility of the earth, Demeter. Continue to the historic village of Chalkio to visit the Vallindra Kitron distillery to sample the island’s unique “Kitron” liqueur, made from the fruit and leaves of the local citron tree. From here, head to the village of Apeiranthos, perched precariously on the hilltop of Mount Fanari. The town commands spectacular views of the Naxian mountain range, and Venetian influence can be found in the town’s architecture. Take a break for an included lunch at a famous taverna in the traditional mountain village of Koronos, then continue through the rolling hills of Naxos to the fishing village of Apollonas set in a quiet cove in the northeast of the island where you'll visit the Kouros of Apollonas, also called the Colossus of Dionysus, an statue dedicated to the god Apollo which remains unfinished in an ancient quarry. End the day with a relaxing visit to an olive press in the village of Eggares to learn about olive oil fabrication, before returning to your hotel in Naxos.

Accommodation: Nissaki Beach Hotel
Islands of the Greek Cyclades Tours 2019 - 2020 -  Halki Village
Halki Village
Islands of the Greek Cyclades Tours 2019 - 2020 -  Naxos
Naxos

Day 11: Naxos

Enjoy a relaxing day at leisure with no scheduled activities today. Naxos has a relaxed atmosphere, dotted with scenic beaches and ancient ruins. Spend the day exploring the island's selection of beaches, far from the crowds you'll see on other islands. The island boasts a bustling network of restaurants, cafes and quaint shops if you prefer some time away from the beach.

Accommodation: Nissaki Beach Hotel
Islands of the Greek Cyclades Tours 2019 - 2020 -  Naxos
Naxos
Islands of the Greek Cyclades Tours 2019 - 2020 -  Nissaki Beach Hotel
Nissaki Beach Hotel

Day 12: Naxos

Meet your driver for a private port transfer.

Accommodation: Depart (Int`l Airport) (standard)

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

Trip Terms & Conditions

  • Your deposit is due immediately on booking (30% of program price, minimum $350). The balance is due 90 days prior to departure.
  • Cancellations of confirmed bookings 90 days or more prior to departure will receive full refund minus a $350 (per person) administrative fee and any non-refundable paid fees (e.g. non-refundable airfare, cruise or hotel deposits). 60-89 days will be subject to loss of 30% of program price. 30-59 days will be subject to loss of 50% of program price. 29 days or less will be subject to loss of 100% of program price.
  • Tour quotes do not include airfare to/from the trip start point unless noted on the itinerary
  • Cost increases in currency exchange, government fees, taxes, surcharges or hotel/lodge tariff increases between quote date and start date are payable by the client.
  • Availability cannot be guaranteed until booked. We will exercise best efforts to book hotels per the itinerary, however, in busy seasons and with client bookings made within 90 days of tour date we may be forced to offer substitutes.
  • Payment of the program price constitutes your acceptance of the terms and conditions set out at www.kensingtontours.com/terms-and-conditions
  • Living Standards and practices at destination may differ from those in North America with respect to provisions of utilities, services and accommodation.

Electra Palace (B) (Superior Acropolis View): Athens

The Electra Palace Hotel in Athens is a stately and aristocratic hospitable presence centrally located in the heart of Athens and the old town of Plaka. Located within walking distance of the Acropolis and most major historical sites, as well as the business and commercial districts, the hotel is a luxurious retreat. Enjoy commanding views of the Acropolis from the rooftop restaurant and pool. Guest can dine at the "Motivo" restaurant, the "Electra" Roof garden restaurant, and the traditional English style "Duck-Tail" bar with its beautiful garden. The Electra Palace Hotel also hosts a wellness area, an outdoor swimming pool with Jacuzzi and pool bar, an underground parking and a business center.

Santa Maria Luxury Suites: Milos Island

Situated on a picturesque hill, just a kilometer away from the port town of Adamas, the Santa Maria Luxury Suites blends elegance with the traditional architecture of Milos island. The modern and minimalistic décor of the suites’ interior, along with the breathtaking views from the private terraces create an ambiance of relaxation and tranquility. The hotel features a breakfast terrace, a relaxing pool area with a breathtaking view of the beautiful Gulf of Milos.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Santa Maria Luxury Suites (4*)
Santa Maria Luxury Suites (4*)

Dionysos Seaside Resort : Ios

Dionysos Seaside Resort is situated in a quiet, unspoiled location overlooking the breathtaking Mylopotas beach only 5 km away from Ios port and 20 minutes’ walk from the island's capital. Maintaining a balance between an intimate island family hotel and a glamorous sea- side resort in Ios, Dionysos beach hotel is a real haven. This 4-star property features elegantly decorated rooms, offering a view of the sea, pool or garden. The hotel also features a tennis court, two swimming pools, a beach bar and an a la carte restaurant.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Dionysos Seaside Resort
Dionysos Seaside Resort

Nissaki Beach Hotel: Naxos

The Nissaki Beach Hotel, built upon the seashore of Saint George Beach and only minutes away from the picturesque, cosmopolitan town of Chora, Naxos, is an impressive site at first glance. The blend of luxury class and relaxation along with the privileged and magical view of the crystal clear blue waters of the Aegean Sea, and the heartfelt hospitality of the hotel proprietors as well as the smiles of the experienced staff will make your vacation an unforgettable experience.

Islands of the Greek Cyclades Tours 2019 - 2020 -  Nissaki Beach Hotel
Nissaki Beach Hotel

Depart (Int`l Airport) (standard): Global Location

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
  • Sandra S — August 11, 2019 — Europe

    Fantastic tour that met all our special requests! Our anniversary celebration was perfect! Our grandchildren made so many memories from playing in the fields of the farm to sailing through the fjords and eating desserts at all the bakeries! A marvellous intergenerational experience!

  • Julie S — July 05, 2019 — Europe

    Thank you to Daniel for making our family’s trip to Greece so enjoyable and memorable. We asked him for an “Instagram” worthy trip, and he delivered! The hotels on the islands were stunning, and our private tour guides at each stop easily accommodated our individual wishes. Our trip was the perfect mix of relaxation and exploration.

  • Elizabeth B — July 20, 2019 — Europe

    I cannot tell you how impressed we were with your services. Everything from the drivers to the hotels to guides was five stars! We never had to wait in line and were treated like royalty. I highly recommend the private boat ride/tour to Capri. It was fabulous! We had never been to Italy and left feeling like we learned so much. We fell in love with the people and culture. We cannot wait to have Kensington book our next adventure.

  • Kimberly E — July 14, 2019 — Europe

    It was the first time we have used a company of this nature to manage our bookings. Most often I book my rooms, and tours, but after this experience, I would definetely use Kensington again for a trip of this type. Our Destination truly supported us and allowed us to make changes until the plan was just perfect for us. This truly showed when we were in country and everthing went off perfectly. I was worried to have other book items on my families behalf seeing as we were traveling with kids (age 8 and 10), but I feel our destination Expert did take that into account and it was perfect.

  • Lisa B — July 20, 2019 — Europe

    I cannot tell you how impressed we were with your services. Everything from the drivers to the hotels to guides was 5 stars! We never had to wait in line and were treated like royalty. I highly recommend the private boat ride/tour to Capri. It was fabulous! We had never been to Italy and left feeling like we learned so much. We fell in love with the people and culture. We cannot wait to have Kensington book our next adventure.

  • Kim E — July 14, 2019 — Europe

    This was the first time we have used a company of this nature to manage our bookings. Most often I book my own rooms, and tours, but after this experience I would definetely use Kensington again for a trip of this type. Our Destination truly supported us and allowed us to make changes until the plan was just perfect for us. This truly showed when we were in country and everthing went off perfectly. I was worried to have other book items on my families behalf seeing as we were traveling with kids (age 8 and 10) but I feel our destination Expert did take that into account and it was perfect.

  • Keith M — July 13, 2019 — Europe

    There is so much to say about this amazing family trip to northern Spain we just came home from, but in short, the trip was even more than we could have hoped for - From the planning to the tour guides, drivers and accommodations our needs were met and in most cases surpassed. There is no way the trip could have been as successful without the help of Maryanne from Kensington Tours and her team.

  • Sara L — June 29, 2019 — Europe

    Our Iceland trip was fantastic. From planning with Melissa (many times over until we had it right) to being greeted in Iceland and all of the wonderful tours we took, we had a fabulous time. Our guide, Sigga, was excellent. She guided us, told us tales of Iceland, was extremely accommodating with my elderly mom. We enjoyed being with her very much. Inke, our guide to the glacier, was also wonderful. We had a great time and felt Kensington did a fabulous job. Thanks!

  • Dawn K — July 18, 2019 — Europe

    The trip overall was amazing and all the activities and travel plans went so very smoothly. Our whole familiy really enjoyed every day of the trip. Patrick McCallion, the expert from your agency who helped us, was awesome! He not only set up everything perfectly for us but helped us with reservations for dinners at fine dining places and answered many questions we had in advance. We did leave our glasses in the van at one point in Barcelona and had to contact the local agent who quickly retrieved the glasses for us without any problem. We highly recommend this agency given the quality of the experience, the smoothness of the itinerary, and the flexibility to tailored the experience to our needs. Thank

  • Diana B — June 23, 2019 — Europe

    This was our 6th Kensington tour. We have gone as a couple on trips and taken our children sometimes to destinations all over the world. We have never been disappointed and have had the most personal and professional service. We would not even consider using anyone else. Thank you Alania for everything! Our most recent trip to Russia and Scandinavia was fabulous and perfectly planned!

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

* USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

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