On this spectacular 8-day Classical Greece small ship cruise, explore the beautiful Cyclades, Kea, Santorini, Mykonos, Crete, Hydra, Nafplion, Monemvassia and the UNESCO-protected archaeological isle of Delos. A selection of mega-yachts provide a congenial balance between conventional cruising and private yachting. 

Swim in the Aegean Sea, roam leisurely through charming towns, choose fascinating optional activities that allow you to explore with a guided group. Every day on this Classical Greece cruise adds an element of history, nature and charm.

At the archaeological site of Delos and the Delos Museum, view magnificent sculpts, mosaics and clay cases from prehistoric periods. In Santorini, learn why the volcanic caldera created and destroyed the Minoan civilization. See the juxtaposition of modernity and old charm at the lively port of Rethymnon, Crete, and give praise to Aphrodite, the Goddess of Love, on the peaceful island of Kythira. Discover fortified towns from medieval times and tour Nafplion, one of the most picturesque cities in Greece. Complete your tour at the walled fortress of King Agamemnon in Mycenae and explore the national monument island of Hydra, an unspoiled and interesting Greek island.

Each day swim in crystal blue waters, absorb the amazing history and be surrounded by the richness of Greek culture. Optional daily activities may be added on to the voyage at an additional price, or simply enjoy time in port on your own. No matter the pace of your small ship cruise, expect to experience Classical Greece in style. Call the experts at AdventureSmith Explorations for recommendations on which activities may best suit your travel interests and book your Greek trip of a lifetime!

Passage is aboard one of three yachts: 44-guest Harmony G, 49-guest Harmony V or 72-guest Variety Voyager. Enjoy welcoming spaces including the bar, lounge, dining area and outdoor Sun Deck, plus an easy swim step for secluded swim stops.

Read on for details about this trip, or learn more about AdventureSmith’s full selection of Greece small ship cruises and Mediterranean small ship cruises.

Classical Greece Itinerary

Athens, Greece, to KeaAthens, Greece

Travel through Greece on this 8-day cruise and swim in the Aegean Sea. This Greece cruise begins and ends in Athens.

Classical Greece route map from Athens, Greece.

Embarkation at Marina Zea in Athens, between 2:00-3:00pm. Enjoy a welcome drink and meet your crew and fellow passengers. Depart via Cape Sounion to Kea. Time at leisure to explore Kea’s tiny port, Coressia after dinner. Departure in the early hours for Delos. Overnight at sea.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Dinner

Begin the day with an optional morning tour to the unique archaeological site of Delos (added cost), antiquity’s most sacred island. This 5,000-year-old settlement is one of the largest outdoor museums of the world, inscribed by UNESCO on the World Heritage list. In 1872 the French Archaeological School started with systematic excavations in Delos, which still continue today together with the Greek Archaeological School. The Delos Museum is not to be missed with its magnificent sculpts, mosaics and clay cases dating from prehistoric period up to Roman.

Later, cruise to the port of Mykonos, with a swim stop on the way. The afternoon and evening are free to enjoy the island’s cosmopolitan lifestyle. Overnight in Mykonos.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast And Lunch Or Dinner

Arrive to Santorini around noon, anchoring at Fira, and see what remained after an enormous volcanic explosion that occurred some 3,600 years ago. At the height of the Minoan civilization, the volcanic explosion destroyed the earliest settlements on what was formerly a single island and lead to the creation of the current geological caldera. Experience the stunning natural drama of the volcanic caldera, then choose to take an optional tour to archaeological sites and typical villages (added cost) with unique views over the Aegean Sea. Overnight sailing to Crete.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast And Lunch Or Dinner

This morning, arrive at Crete’s famous and lively port of Rethymnon, which displays a blend of modernity and old time charm with its remains of Venetian and Ottoman architecture. Take an optional tour to the ancient city of Knossos (added cost) near Heraklion before a late departure for Kythira. Overnight at sea.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast And Lunch Or Dinner

Begin the day with a late morning swim stop and afternoon arrival to Kythira, a lesser known island gem now fast becoming a favorite among visitors to Greece. In Ancient Greek Mythology, Kythira was considered to be the island of celestial Aphrodite, the Goddess of Love. Spend the evening at your leisure, visiting the picturesque main town of Chora and experience the subdued charms of this peaceful island. Overnight in Kythira.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast And Lunch Or Dinner

Sail early this morning to Monemvassia, originally called Malvasia by the Frank Templars. Monemvassia is a fishing and tourist town known for its medieval fortress built on a rocky islet connected to mainland by a narrow bridge (sometimes called the Gibraltar of Eastern Mediterranean). Discover a remarkable medieval fortified town, with leisure time to explore the uniquely preserved Byzantine and Venetian architecture, and experience the beauty of the natural setting.

Depart for Nafplion in the early afternoon, with a swim stop on the way. Arrive in the early evening to Nafplion, one of the most picturesque cities in Greece. The old quarter is charming, with narrow streets and characteristic period architecture. Also, impressive medieval fortifications can be seen in the port and crowning the hills above. Overnight in Nafplion.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast And Lunch Or Dinner

Begin with an optional tour to Mycenae (added cost), the powerful walled palace of Agamemnon, the Homeric Achaean king. Depart early afternoon for the island of Hydra, one of the most unspoiled and interesting Greek islands that is a preserved national monument and has retained all its 17th & 18th century charm and quaintness. Spend time at leisure to explore this picturesque port town. Depart in the late evening for Marina Zeas, Piraeus, in Athens.

ACCOMMODATIONS Harmony G, Harmony V, Variety Voyager
MEALS Breakfast

After breakfast, disembark at 8:30-9:00am at Marina Zea, Piraeus, Athens, Greece, and transfer to the airport for flights home or continue your journey in Athens.

ACCOMMODATIONS n/a
MEALS Breakfast

Included

Shipboard accommodations; half-board buffet breakfast and one main meal daily, including a welcome cocktail, a Greek Night, fun BBQ (weather permitting) and captain’s dinner; regular coffee, tea and drinking water free all day; use of fishing, kayaking and snorkeling equipment (subject to availability) & beach towels; and English-speaking cruise escort.

Exclusions

Airfare; port charges ($390 per person for Harmony G & V in 2026); beverages (except those mentioned above); crew tips; personal expenses such as laundry, boutique items, etc.; insurance of any kind; medical expenses; shore excursions; use of onboard WiFi (available at a charge); expenditures incurred ashore; and anything not mentioned in cruise program. All onboard charges are in Euros.

Payment & Cancellation

In order to confirm this trip, a deposit of 25% of the total trip cost is required per person at time of booking. The balance of the trip price is due 90 days before the departure date. Special holiday payment and cancellation terms may apply. Guests who must cancel their trip for any reason must do so in writing. Standard cancellations are subject to the following per-person penalties, based on number of days prior to departure:
Up to 120 days – € 80 (Euro) / US $100 per person cancellation fee*
119 to 90 days – 20% of total trip cost
89 to 60 days – 35% of total trip cost
59 to 45 days – 50% of total trip cost
44 to 0 days – 100% of total trip cost
*The cancellation fee will be converted into a future cruise credit, redeemable for bookings made up to 12 months after cancellation, valid for use on any cruise with this operator.

Terms & Conditions

This trip is subject to AdventureSmith Explorations Terms and Conditions. Please read this information carefully and call us if you have any questions. A Traveler Information Form, which includes a release of liability, must be completed and signed by all travelers. Your Adventure Specialist will send you a unique link to complete this form along with a packing list and extensive pre-departure and travel insurance information upon booking confirmation.

Arrival & Departure

The Classical Greece cruise begins and ends in Athens, Greece (ATH). We highly recommend arriving one day prior to your trip start date in case of any flight delay, cancellation or lost luggage issues. Plan flights to arrive to Athens, Greece, by 10:00am on Day 1 of the itinerary. Plan flights to depart Athens, Greece, no earlier than 1:00pm on the final day. If you would like assistance with international flights, please visit ourBooking Flights resource page.

Activities

Activities aboard include swimming, fishing and snorkeling from the vessel, and may include kayaking. Shore excursions are not included in this cruise’s listed rates. This helps keep the cruise fare low while providing flexibility for guests to choose the tours they wish or to explore independently. Shore excursions are available per the cruise schedule and ports of call visited. Contact an AdventureSmith Specialist for the most up-to-date information regarding shore excursions prior to departure. Details are also available upon embarkation in your cabin and are reviewed daily by the onboard Cruise Coordinator. We find that most guests prefer to wait until they are on board to purchase shore excursions to take advantage of local conditions. Shore excursions are subject to shore and weather conditions and based on a minimum participation.

Room Configuration

Single travelers wishing to book a double-occupancy cabin may do so via the following supplements of the per-person listed rate:
Harmony G & V: 60% in Categories C, B & A; or 75% in Category P.
Variety Voyager: 30% in Category B, C & A or 75% in Category P & Owner’s Suite.

Third person rates are available at 30% reduction of the double occupancy rate as follows:
Harmony V: Category P
Harmony G: Category C
Variety Voyager: Categories B & P

Families & Children

Children 5 years and older at time of travel are welcomed on this cruise. Families with children 5-17 years old are eligible for the following special offers on select departures, upon request and on first-come, first-served basis. For a single parent with 1 or 2 children in the same cabin, the parent pays the Single cruise fare and children cruise for free. For a couple with 1 child sharing the same cabin, a child 5-10 years old is free and a child 11-17 years old receives a 50% fare reduction. For a couple with 2 or 3 children, both cabins will be charged at the Single cruise fare. Port charges are not discounted and apply for all passengers, but optional excursions for children are offered at a 25% reduction.

Travel Insurance

Protect your travel investment with insurance. Our partners at Travelex Insurance offer a variety of plans and policies to fit every trip and budget. For best value and coverage for pre-existing medical conditions, consider purchasing a policy at time of booking. Learn more about travel insurance or get a free quote.

Itinerary Notes

Read this itinerary as a guide only; swim stops and barbeques are weather permitting. Itineraries can be changed at the discretion of the cruise operator and of the vessel’s captain in case of adverse weather conditions (winds of 6/7 beaufort or more depending on the vessel), on port authorities not allowing a vessel to leave port or in case of other extraordinary conditions. Such itinerary changes do not entitle passengers to any refunds, but the cruise operator guarantees that passengers are disembarked at the advertised port of disembarkation on time for their flights.

Mediterranean Cruise Ships

The vessel listed in Cruise Rates & Dates is the primary small ship operating the selected departure of the Classical Greece Cruise; however, the operator reserves the right to substitute another comparable vessel in certain instances.

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Learn About the Small Ships on Your Itinerary

The Harmony G is a modern, elegant yacht with a sleek look similar to private yachts found in famous ports around the Mediterranean. Her powerful engines and state-of-the-art stabilizers allow for safe and comfortable cruising.

Mid-Sized Cruiser 44 GUESTS 177 FEET

The Harmony V is a mega-yacht cruising the Mediterranean region. She is a spacious and stable choice for her itineraries in the Greek Islands.

Mid-Sized Cruiser 49 GUESTS 179 FEET

The stylish Variety Voyager mega yacht delights her passengers with her sleek lines, ample deck space and elegant atmosphere.

Mid-Sized Cruiser 72 GUESTS 223 FEET

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