Greece Small Ship Cruise Trips & Packages Tours & Trips

59 Greece Small Ship Cruise Trips & Packages trips. Tours from 26 tour companies. 78 reviews.

59 Trips match your criteria (1 - 20 shown)

Sail Greece: Santorini to Mykonos
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4.5/5 Excellent
100+ reviews

Health Safety +

Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht.
  • See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
  • Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
8 days$237 / day
Trip details
Small Ship Cruise
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Greece Sailing Adventure: Cyclades Islands
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4.5/5 Excellent
100+ reviews

Health Safety +

Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
  • Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
  • Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
10 days$259 / day
Trip details
Small Ship Cruise
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Greece Sailing Adventure: Corfu to Kefalonia
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4.5/5 Excellent
100+ reviews

Health Safety +

Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Begin your sailing adventure on one of the most beautiful islands in the Ionian Sea – the island of Corfu, filled with gorgeous Venetian architecture and boasting an azure sea.
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.
8 days$325 / day
Trip details
Small Ship Cruise
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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 $150 per person per day
Self-Guided / Independent Tour
Greece Sailing Adventure: Kefalonia to Corfu
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4.5/5 Excellent
100+ reviews

Health Safety +

Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Begin your sailing adventure on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia, famous for its delicious wine, sheer white cliff faces and world-famous beaches.    
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.    
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.   
8 days$325 / day
Trip details
Small Ship Cruise
Quick view
Sail Greece: Mykonos to Santorini
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4.5/5 Excellent
100+ reviews

Health Safety +

Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Tour the iconic Cyclades Islands by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
  • Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
  • Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
8 days$240 / day
Trip details
Small Ship Cruise
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Sail & Swim: Greece 2025
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4.5/5 Excellent
100+ reviews
Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • -Orientation walk of Aegina with Trip Leader
  • -Orientation walk of Poros with Trip Leader
  • -Orientation walk of Ermioni with Trip Leader
8 days$189 / day
Trip details
Small Ship Cruise
Quick view

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Greece Small Ship Cruise Trips & Packages Reviews

G

Graziella

Oct 2015

Written on

Easy booking, fast service, great travel experience. Amazing

Easy booking, fast service, great travel experience. Amazing trip & skipper, see below.

S

Sheridan

Oct 2015

Written on

We were given more places to visit

We were given more places to visit than what was on our itinerary such as an extra island n great night at sea. The skipper taught us how to sail sharing his boat k...

F

Fiona

Oct 2015

Written on

I really enjoyed the trip

I really enjoyed the trip

L

Lorraine

Sep 2015

Written on

It lived up to expectations in every

It lived up to expectations in every way

I

Isabelle

Sep 2015

Written on

small Group and local guide

small Group and local guide

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