Sail the Aegean Sea on an Exclusive Greek Island Hopping Expedition
Discover the authentic side of Greece on an 8-day bike and boat journey through the Cyclades and Saronic Islands. Cycle through whitewashed villages, winding island lanes and rugged coastlines, with turquoise waters and sandy beaches accompanying you along the way. From the traditional villages of Kythnos and Seriphos to the elegant streets of Syros, the natural harbour of Kea, the iconic waterfront of Poros and the ancient sanctuary of Aphaia on Aegina, each island offers a different perspective on the Greek Aegean.
Experience a Harmonious Blend of Culture, Scenic Cycling, and Comfort
Your comfortable motor yacht is your sailing hotel throughout the journey, taking you from one island to the next while you are not cycling. Breakfast and one or two warm meals are served on board each day, while the remaining meal is taken ashore. With a tour leader accompanying the guided cycling stages and the possibility of spending a day on board instead of cycling, the journey combines active exploration with time to enjoy the islands from the water.


ROUTE
The route brings together five distinctive Greek islands — Kythnos, Seriphos, Syros, Kea, Poros and Aegina — combining approximately 170 km of cycling with sailing between destinations. Ride along scenic coastlines and through traditional island villages, from the hilltop Chora on Kythnos and the mountain setting of Seriphos to the neoclassical architecture of Ermoupolis, the beaches of Kea and Poros, and the ancient Temple of Aphaia on Aegina.
This guided bike and boat tour combines daily cycling excursions with comfortable sailing between the islands. The routes are designed for experienced cyclists and include hilly terrain and climbs, while the e-bike makes the ascents more manageable. Upon consultation with the tour guides, it may also be possible to cycle independently along suitable recommended routes or spend a half or full day swimming or relaxing on board instead of joining a planned bike tour.
Itinerary
Day 1: Athens / Salamina – Set Sail for the Aegean
Highlights: Boarding your vessel, welcome dinner on board, coastal evening vibes.
Embarkation starts from 4:00 PM at Marina Alimos in Palaia Faliro (for Erato) or the central pier on Salamis Island (for Thalassa). Settle into your cabin, meet the crew and fellow travelers over a welcome dinner on board, and spend your first night anchored near the Greek capital.
Day 2: Kythnos Island – Traditional Villages & Coastal Vistas
Cycling: 25 km / 15.5 miles | Elevation: 250 – 500 m
Highlights: Merichas port, hilltop capital of Chora, geometric alleyways of Driopida.
Cruising early to Kythnos, your first cycling stage ascends from Merichas harbor up to Chora, famous for its flower-adorned labyrinthine streets. Continue through rolling hills to the charming settlement of Driopida before looping back to Merichas to enjoy cozy harbor tavernas.
Day 3: Seriphos Island to Syros Island – Byzantine Heritage & Aegean Charm
Cycling: 30 km / 18.6 miles | Elevation: 250 – 500 m
Highlights: Serpentine climb to hilltop Seriphos, Monastery of Archangel Michael, Ermoupolis promenade. Sail to pristine Seriphos and pedal up winding coastal roads from Livadi to the whitewashed Chora perched high above the sea. Ride past remote valleys to the historic Monastery of Archangel Michael before cruising to Syros for a stroll around its grand harbor.
Day 4: Syros Island to Kea Island – Neoclassical Splendor & Coastal Bays
Cycling: 30 km / 18.6 miles | Elevation: 250 – 500 m
Highlights: Neoclassical architecture of Ermoupolis, Galissas beach, Saint Barbara convent.
Discover Ermoupolis, the impressive capital of the Cyclades built over two hillsides. Cycle along cove-indented southern shores to Galissas Beach and Saint Barbara convent before boarding the ship for an afternoon navigation to Kea.
Day 5: Kea Island to Poros Island – Ancient Capital & Swimming Spots
Cycling: 25 km / 15.5 miles | Elevation: 250 – 500 m
Highlights: Historic Ioulis, Otzias Beach swim stop, iconic Poros clock tower.
Departing from Korissia harbor, climb up to the mountain capital of Ioulis. Ride down to the white sands of Otzias Beach for a refreshing sea dip, then sail across to Poros in the Saronic Gulf, dominated by its striking hilltop clock tower.
Day 6: Poros Island – Mythological Shores & Turquoise Bays
Cycling: 25 km / 15.5 miles | Elevation: 250 – 500 m
Highlights: Island loop of Poseidon’s realm, Russian Bay swim, afternoon cruise to Aegina.
Cycle around the historic island of Poros, dedicated in antiquity to the sea god Poseidon. Stop at the turquoise waters of Russian Bay for a relaxing swim, return to the ship for lunch, and cruise across to Aegina.
Day 7: Aegina Island to Athens / Salamina – Ancient Sanctuaries & Pistachio Groves
Cycling: 35 km / 21.7 miles | Elevation: 250 – 500 m
Highlights: Temple of Aphaia, Saint Nektarios Monastery, celebratory farewell evening.
Ride through pistachio orchards up to the hilltop Temple of Aphaia, offering panoramic views across the Aegean Sea. Return past the grand Saint Nektarios Monastery to Aegina town, then sail back to port for your final celebratory evening on board.
Day 8: Athens / Salamina (Disembarkation)
Highlights: Farewell breakfast on board. Enjoy your final breakfast on board before disembarking after breakfast to begin your journey home or extend your stay in Athens.
Extend Your Stay
Advice on good hotels for additional nights in Athens is available upon request.

Getting to Departure Point
The departure point depends on the boat and sailing date. Please check your booking documents for the exact embarkation location.
For departures from Athens: Marina Alimos is located in Palaia Faliro, south of central Athens. The marina can be reached by taxi or private transfer from Athens International Airport.
For departures from Salamina: Salamina is an island in the Saronic Gulf, accessible by ferry from the mainland. Please allow sufficient time for the ferry crossing and onward travel to the embarkation point.
Airport transfers can also be arranged upon request.
How to book this tour
We require a deposit of 25% of the tour price per person upon reservation, final payment 60 days before tour departure.
Included
- 8-day trip on a motorized yacht with full crew
- 7 nights in a twin cabin below deck with private shower/toilet
- Catering: 2x full board and 5x half board prepared by the onboard chef
- Professional English-speaking tour guide
- Guided cycling tours and sightseeing as described in the itinerary
- Bed linen and bath towels
- Entrance fees to museums and archaeological sites (group visits only)
- Daily cabin cleaning service
- Overview maps for daily stages provided on board
NOT Included
- Travel to and from the tour start/finish
- Airport and city transfers
- Rental e-bike & helmet
- Tourist taxes and basic drink package
- Entrance fees and excursions not specified in the tour price
- Meals and beverages consumed ashore
- Personal beach towels
- Parking fees
- Gratuities (at your discretion)
- SGR Insolvency protection
- Personal travel, medical, and luggage insurance policies
- Anything not listed as included is not included
Check available options
Departures & Prices
Choose the option that best fits your schedule and start planning your cycling journey.
Prices are per person in a double room
2027
May · Jun · Aug · Sep · Oct
from
3649 €
Ship
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Thalassa & Erato
2027
Aug · Sep · Oct
from
3899€
Ship
✓
Thalassa & Erato
Double cabin for single use below deck, surcharge on the tour base price (limited).


Accommodation
Featuring top-quality accommodation, carefully selected for comfort and an exceptional travel experience.

Thalassa (Deluxe Class)
The Thalassa is an elegant three-masted motor sailor that combines classic charm with modern comfort. Its spacious cabins, inviting wooden interiors and expansive sun deck provide the perfect setting for relaxing cruises between the Greek islands, while the attentive crew delights guests with warm hospitality and delicious local cuisine throughout the journey.
Year of construction: 2002. Complete Reconstruction: 2022
Languages on board: English, German.

Erato (Deluxe Class)
The Erato is an elegant motor sailor that combines timeless style with modern comfort. Its spacious wooden cabins, cosy saloon and inviting outdoor areas create the perfect setting for relaxing cruises between the Greek islands, while the experienced crew provides warm hospitality and delicious traditional Greek cuisine throughout the journey.
Cabins: 7 / Capacity: 14 guests
Crew: 4 members
Length / Width: 27.5 m (90.2 ft.) / 7.1 m (23.3 ft.)
BIKES
You can choose to rent a bicycle on board or bring your own bike for the trip.
Below you’ll find the essential information for rent options.
+273€
E-Bike
+28€
Insurance E-Bike
During the trip, you are responsible for any damage, loss, or theft.



















