Grand Greece, Turkey, Italy & Croatia
Land plus Cruise Tour

October 03 - 27, 2027 *25 Days

October 03 - 27, 2027
25 Days
Tour Status - Guaranteed Departure

Experience the Mediterranean with Select Holidays on two extraordinary journeys combining immersive land touring with the elegance of Windstar Cruises. Discover Greece and Turkey, from ancient Athens and unique agricultural experiences to the beautiful Greek Isles, Mykonos, Ephesus, Monemvasia and Nafplio aboard the magnificent Wind Surf. Or explore Italy and the Adriatic, beginning in Venice before sailing aboard the all-suite Star Explorer to Rovinj, Split, Dubrovnik, Montenegro, Sicily and Sorrento, followed by two unforgettable nights in Rome. Spectacular scenery, fascinating history, local culture, exceptional cuisine and unique experiences await. At Select Holidays, “We Don’t Just Sell Travel…We Design It!”

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What's Included:

  • Return airfare from major North American cities.

  • 3 nights pre cruise hotel in Athens & area

  • 8 Day unforgettable cruise aboard “Wind Surf”

  • 3-nights pre cruise in the heart of Venice hotel stay

  • 8-days aboard the amazing “Star Explorer”

  • 2-nights post cruise Rome hotel

  • Deluxe accommodations as outlined

  • Drinks including unlimited beers, wines & cocktails on cruise

  • Gratuities for staff onboard cruise

  • Wi-Fi aboard cruise

  • Visit amazing cities & ports of call where larger ships do not visit

  • PLUS More……..

 

IFM = In Flight Meals B = Breakfast L = Lunch D = Dinner

Day 01: October 03, 2027:
Depart North America on an overnight flight to Athens, Greece.  [IFM]

Day 02, 03 & 04: October 04, 05, 06, 2027: Arrive Athens & Area
Arrive in Athens, the historic capital of Greece, where ancient heritage, vibrant culture and modern life come together. During our three-night stay, we will explore the highlights of this remarkable city while also venturing into the surrounding countryside to experience rural Greece. Our touring will include visits to significant historic and archaeological sites, along with agricultural stops offering insight into the region’s farming traditions and Mediterranean production. From olive groves and vineyards to family farms and local producers, we will gain an appreciation for the important role agriculture continues to play in Greek life. Combined with the legendary history and scenery of Athens and the surrounding region, our stay provides an excellent introduction to the culture, countryside and agricultural heritage of Greece. [B & D Daily]

Day 05: October 07, 2027: Board “Wind Surf” in Athens, Greece
Today, transfer to the pier where we board Windstar Cruises’ magnificent Wind Surf and begin our journey through the Mediterranean. Wind Surf is one of the world’s largest sailing yachts, combining the romance and elegance of traditional sailing with the comfort and amenities of a modern cruise ship. Carrying just over 300 guests, the yacht offers a relaxed and intimate atmosphere, spacious accommodations, inviting lounges, several dining options and expansive outdoor decks from which to enjoy the spectacular Mediterranean scenery. With her impressive masts and billowing sails, Wind Surf provides a wonderfully different way to cruise, visiting beautiful islands, historic ports and smaller destinations that larger ships often cannot access. Settle into your stateroom, explore the yacht and enjoy our first evening on board as we sail away from Athens and begin our Mediterranean adventure. [B/D]
Overnight: Wind Surf

Day 06: October 08, 2027:  Mykonos, Greece from 8am until 6pm
This morning we arrive at Mykonos, one of the most recognizable and picturesque of the Greek islands. Famous for its whitewashed buildings, blue-domed churches, narrow cobblestone lanes and beautiful waterfront, Mykonos captures the classic image of the Greek Isles. Enjoy time exploring Mykonos Town, where winding pedestrian streets lead past boutiques, cafés, churches and traditional homes decorated with colourful doors and balconies. Along the waterfront, see the famous windmills overlooking the sea and wander through the charming Little Venice district. Those wishing to explore farther may discover the island’s beaches and countryside or take an excursion to nearby Delos, one of Greece’s most important archaeological sites and, according to Greek mythology, the birthplace of Apollo and Artemis. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 07: October 09, 2027:  Kusadasi & Ephesus, Turkey from 7am until midnight
Today we cross into Turkey and arrive at the port of Kusadasi, gateway to the extraordinary ancient city of Ephesus. Once one of the great cities of the ancient Mediterranean world, Ephesus offers a fascinating glimpse into Greek and Roman civilization. Walk along ancient marble streets and discover remarkably preserved ruins, including temples, fountains, public baths, the impressive Great Theatre and the magnificent Library of Celsus. Beyond its ancient history, this fertile region of western Turkey has a long agricultural tradition. The surrounding countryside produces olives, figs, grapes, citrus fruits and a variety of Mediterranean crops, providing an interesting contrast between the area’s rural life and its remarkable archaeological heritage. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 08: October 10, 2027:‍ ‍Patmos, Greece from 8am until 6pm
Return to Greece today as we arrive at the peaceful island of Patmos, a destination known for both its natural beauty and its important religious history. Patmos is traditionally associated with St. John, who is believed to have written the Book of Revelation while living on the island. Visitors can explore the Cave of the Apocalypse and the historic Monastery of St. John, dramatically situated above the island. There will also be time to enjoy Patmos itself, with its traditional villages, quiet beaches, scenic coastline and relaxed island atmosphere. The smaller scale of Patmos makes it particularly well suited to the intimate style of cruising offered aboard Wind Surf. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 09: October 11, 2027: Santorini, Greece from 8am until 9pm
Few arrivals in the Mediterranean are as spectacular as sailing into Santorini. Created by an enormous ancient volcanic eruption, the island rises dramatically from the Aegean Sea, with brilliant white villages perched high along the cliffs overlooking the caldera. Explore the beautiful village of Oia, famous for its whitewashed houses, blue-domed churches and magnificent views, or spend time in Fira, the island’s lively capital. Santorini also has a fascinating agricultural story. Its volcanic soils and dry climate have resulted in unique farming techniques, particularly in the production of grapes and wine. The island is especially known for its Assyrtiko grapes, along with tomatoes, capers and other crops adapted to the challenging environment. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 10: October 12, 2027: Monemvasia, Greece from 9am until 6pm
Today we discover one of Greece’s lesser-known treasures, Monemvasia, a spectacular medieval fortress town located on a massive rock rising from the sea off the Peloponnese coast. Connected to the mainland by a narrow causeway, the historic settlement is hidden behind ancient stone walls. Enter through the old gateway and explore a maze of narrow cobblestone lanes lined with Byzantine churches, stone houses, small shops and inviting cafés. The combination of medieval architecture, dramatic coastal scenery and a quieter atmosphere makes Monemvasia a wonderful contrast to Greece’s more famous islands. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 11: October 13, 2027: Nafplio, Greece from 7am until 5pm
Our final port of call is beautiful Nafplio, situated on the Peloponnese Peninsula and considered one of Greece’s most attractive seaside towns. Nafplio served as the first capital of modern Greece and today features an appealing combination of neoclassical architecture, colourful buildings, waterfront cafés and narrow streets. Rising dramatically above the town is Palamidi Fortress, offering impressive views across the surrounding countryside and Argolic Gulf. The region surrounding Nafplio is also one of Greece’s important agricultural areas, particularly known for citrus fruit, olives and vineyards. Depending upon the touring arrangements, today offers an excellent opportunity to combine Greece’s agricultural heritage with visits to some of the Peloponnese’s important historic sites, including ancient Epidaurus or Mycenae. [B/L/D onboard cruise]
Overnight: Wind Surf

Day 12, 13 & 14: October 14, 15 & 16, 2027:‍ ‍Arrive Athens, Greece / Flight to Venice, Italy / Venice, Italy
Early this morning Wind Surf returns to the port of Piraeus, with arrival scheduled for approximately 7:00 a.m. Enjoy a final breakfast aboard before saying farewell to the crew and disembarking. Transfer to the airport for flight to Venice, Italy. Upon arrival at the Venice Airport, meet with your tour manager. Spend three unforgettable days discovering the magic of Venice and the Venetian Lagoon. Explore the heart of Venice with its maze of narrow streets, picturesque canals and historic bridges, including magnificent St. Mark’s Square, St. Mark’s Basilica, the Doge’s Palace and the famous Bridge of Sighs. Enjoy time to wander the charming streets, browse local shops, relax at a canal-side café or perhaps experience a traditional gondola ride. During our stay, we also travel by boat across the Venetian Lagoon to the colourful island of Burano, renowned for its brightly painted fishermen’s houses, peaceful canals and centuries-old tradition of handmade lace. With time to explore its colourful streets and artisan shops, Burano provides a delightful contrast to the grandeur of Venice and completes two wonderful days experiencing one of Italy’s most unique and beautiful destinations. [IFM/D]

Day 15: Oct 17, 2027: Venice - Board Ship:
Free morning before taking a water taxi to the port of Venice and embarkation on the Star Explorer the newest ship with Windstar Cruises. Be among the first guests abord our newest addition to the Windstar fleet! With just 224 guests and 112 suites, Star Explorer is an intimate all-suite yacht small enough to reach places larger vessels can't. Take some time to become familiar with the ship and enjoy its relaxed atmosphere before gathering on deck as we begin our Mediterranean adventure. Star Explorer departs Venice at 6:00 PM, beginning our journey along the beautiful Adriatic and Dalmatian coasts. [B/L/D]
Overnight: Star Explorer

Day 16: Oct 18, 2027: Rovinj, Croatia from 8am till 4pm
This morning we arrive in Rovinj, one of Croatia’s most picturesque coastal towns. Its colourful buildings rise from the waterfront beneath the prominent Church of St. Euphemia, while narrow cobblestone streets wind through the historic Old Town. Enjoy time exploring its charming squares, small shops, galleries and cafés while experiencing the relaxed atmosphere of Croatia’s beautiful Istrian Peninsula. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 17: Oct 19, 2027: Split, Croatia from 8am till 5pm
Our journey continues to Split, a fascinating city where ancient Roman history blends seamlessly with modern Croatian life. At its heart is the remarkable Diocletian’s Palace, constructed for the Roman emperor around the beginning of the 4th century and today filled with narrow streets, shops, cafés and historic buildings. Explore the atmospheric Old Town and enjoy a stroll along Split’s lively waterfront promenade before returning to Star Explorer. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 18: Oct 20, 2027: Dubrovnik, Croatia from 8am till 10pm
Today we have an extended visit to magnificent Dubrovnik, often called the “Pearl of the Adriatic.” Surrounded by impressive medieval stone walls and overlooking the brilliant blue Adriatic Sea, Dubrovnik is one of Europe’s most memorable historic cities. Discover the pedestrian streets and squares of the UNESCO-listed Old City, admire its churches, palaces and fountains, or walk a portion of the famous city walls for spectacular views. Our late departure provides the opportunity to experience Dubrovnik into the evening. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 19: Oct 21, 2027: Kotor, Montenegro from 8am till 5pm
Sail into the spectacular Bay of Kotor, surrounded by dramatic mountains and beautiful coastal scenery. The fortified Old Town of Kotor is a UNESCO World Heritage Site filled with winding medieval lanes, charming squares, historic churches and centuries-old stone buildings. Spend time discovering this wonderfully preserved town or simply relax at one of its cafés and enjoy the unique atmosphere of Montenegro before sailing away this afternoon. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 20: Oct 22, 2027: Day at Sea
Today is ours to relax and enjoy a leisurely day aboard Star Explorer as we cruise south through the Mediterranean. Take advantage of the ship’s amenities, enjoy the passing sea views from the deck, visit the spa, relax with a good book or simply enjoy the personalized service and intimate atmosphere for which Windstar is known. It is a wonderful opportunity to recharge before our return to Italy. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 21: Oct 23, 2027: Giardini Naxos, Sicily from 8am till 2pm
This morning we arrive at Giardini Naxos, our gateway to the spectacular Sicilian town of Taormina. Perched high above the Ionian Sea, Taormina is known for its breathtaking coastal views, elegant streets and remarkable ancient Greek-Roman theatre. On a clear day, the imposing Mount Etna provides an unforgettable backdrop. Enjoy the town’s boutiques, cafés and historic surroundings while experiencing the distinctive beauty and culture of Sicily. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 22: Oct 24, 2027: Sorrento, Italy from 8am till 4pm
Arrive in beautiful Sorrento, dramatically positioned on cliffs overlooking the Bay of Naples. Explore its lively historic centre, picturesque streets, shops and cafés while enjoying wonderful views across the bay toward Mount Vesuvius. Sorrento is also a gateway to some of southern Italy’s most celebrated destinations, including Pompeii and the Amalfi Coast. Return to Star Explorer this afternoon for our final evening aboard. [B/L/D onboard cruise]
Overnight: Star Explorer

Day 23 : Oct 25, 2027: Rome, Italy
Disembark in the Eternal City, where ancient ruins, Renaissance art, and vibrant Roman culture await. Transfer to your city-centered hotel. [B]

Day 24: Oct 26, 2027: Rome, Italy
Full day to explore Rome on your own. During your free time in Rome, wander the charming streets of the Trastevere neighborhood for local shops and authentic trattorias. Visit the iconic Trevi Fountain and toss a coin for good luck, or enjoy people-watching in the lively Piazza Navona. If you're craving art and history, explore the Pantheon or step inside St. Peter’s Basilica in nearby Vatican City. Don’t forget to indulge in a creamy gelato or a classic espresso at a café along the way. [B]

Day 25: Oct 27, 2027: International Flight(s) to Canada/North America.‍ ‍
Depart for airport for flight(s) home. [B]

 

PER PERSON, DOUBLE OCCUPANCY FROM - $28,944.00 CAD including economy airfare*
+Based on a ‘Deluxe BX"‘ Stateroom on Greece/Turkey Cruise & a ‘Premium Veranda Suite’ on the Italy & Croatia cruise portion

Upgrade to a “Deluxe AX Stateroom” on the Greece/Turkey Cruise - Add $878.00 CAD per person, based on double occupancy
Upgrade to a “Premium Vista Suite” on the Italy & Croatia Cruise - Add $864.00 CAD per person, based on double occupancy
+Other categories available upon request
*Single occupancy available upon request

PLUS Hotel/Gov’t & Port Taxes: $2,892.00 CAD per person
Deposit - $5,000.00 per person
Second Deposit - $6,000.00 per person, due before May 01, 2027
Final Payment - per person is due before July 15, 2027

*Economy airfare included from major North American gateways.

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