10 BEST Greece Small Group Trips & Tours 2025/2026

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Greece Sailing Adventure: Corfu to Kefalonia

No booking fees

Best price guaranteed

Come aboard and sail through some of the most beautiful Greek islands in the Ionian Sea. On this eight-day trip from Corfu to Kefalonia, you’ll journey through secluded coastlines, private islands, rolling hills and orchards, Venetian architecture, warm tavernas and some of the world’s cleanest waters. Each day, you’ll go for a swim in bright blue bays, watch the sunset on the deck of your sailing boat and spend the night on the town, exploring everything these islands have to offer. Stop in Paxos, Antipaxos, Lefkadas, Meganisi, Ithaca, Atokos, Kastos and Kalamos and walk their winding shores and white sands, chill on their comfortable beaches and discover coves that are only seen by boat.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Corfu, Kefalonia, Paxos, Lefkada

Corfu, Kefalonia, Paxos, Lefkadas, Ithaca

Duration8 days

From

USD 2,800

USD 2,716

Saving

USD 84

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Super Sales

Greece Sailing Adventure: Kefalonia to Corfu

No booking fees

Best price guaranteed

Take a relaxing sailing trip through some of the most beautiful Greek islands in the Ionian Sea. On this eight-day trip from Kefalonia to Corfu, you’ll journey to some secluded coastlines, private islands, rolling hills and orchards, Venetian architecture, warm and inviting tavernas and some of the world’s most transparent waters. Each day, swim in secluded bays, watch the sunset on the deck of your group’s sailing boat and spend the night on the town, exploring everything these islands offer. Explore Atokos, Kastos, Kalamos, Ithaca, Meganisi, Lefkadas, Paxos and Antipaxos, and their winding shores, white sands, comfortable beaches and coves that are only seen by boat.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Corfu, Kefalonia, Ithaca, Megani

Corfu, Kefalonia, Ithaca, Meganisi, Lefkadas, Paxos

Duration8 days

From

USD 2,720

USD 2,638

Saving

USD 82

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Super Sales

Sail & Hike Greece: Mykonos to Athens

No booking fees

Best price guaranteed

Spend eight salty-skinned days sailing, hiking and swimming your way through some of the lesser-known Cyclades. Starting in lively Mykonos, you’ll cruise the sparkling Aegean Sea aboard a private yacht and drop anchor at islands that seem unchanged by time. Hike to a clifftop castle in Kythnos, share a homemade dinner with a local family in Syros and unearth the stories of legendary gods and ancient civilisations on the UNESCO-listed Delos. With a passionate skipper at the helm, daily swims and plenty of free time to enjoy the Cyclades’ laidback pace, this is Greek island hopping done right.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Syros, Kythnos, Serifos

Mykonos, Syros, Kythnos, Serifos, Kea, Lavrio

Duration8 days

From

USD 1,995

USD 1,935

Saving

USD 60

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13% OFF TODAY

Highlights of the Greek Islands

4.4

(5 reviews )

No booking fees

Best price guaranteed

We could not of asked for a better tour guide than George, he was patient, catered for everyone’s ability. The excursions were really good. Hotels chosen where amazing we could not fault them at all

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Apiranthos

13% OFF TODAY

Duration8 days

From

USD 2,080

USD 1,800

Saving

USD 280

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Peloponnese and Saronic Islands Bike & Boat

(2 reviews )

No booking fees

Best price guaranteed

Most enjoyable.Good boat, E-bikes made it easy in hot conditions.

Bicycle toursRiver cruise

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Athens, Poros, Porto Heli , Spet

Athens, Poros, Porto Heli , Spetses, Hydra, Aegina

Duration8 days

From

USD 4,470

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Super Sales

Sail & Hike Greece: Athens to Mykonos

No booking fees

Best price guaranteed

Spend eight sun-kissed days island-hopping, swimming and hiking your way through the Cyclades. Kick things off in the port town of Lavrio near Athens, then set sail across the Aegean on a private yacht. Dropping anchor at some of Greece's lesser-known islands, you’ll hike through sleepy villages and along craggy cliffs, share a homemade dinner with a local family in Syros and uncover the stories of ancient civilisations on the UNESCO-listed Delos. With an experienced skipper leading the way, daily sea dips and plenty of free time to soak up the slower rhythm of island life, this is the Cyclades at their best.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Kea, Kythnos, S

Athens, Mykonos, Kea, Kythnos, Serifos, Syros, Lavrio

Duration8 days

From

USD 1,995

USD 1,935

Saving

USD 60

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Super Sales

Sail Greece: Skiathos, Skopelos & Alonnisos

No booking fees

Best price guaranteed

If you’re seeking paradise, then this eight-day adventure aboard a catamaran might be calling your name. With an experienced skipper, you’ll sail between the lesser-known islands of Skiathos, Skopelos and Alonnisos, seeing the Greek Islands from a new perspective. Enjoying the comfort of your private yacht, you’ll spend days sailing, stand-up paddleboarding in the National Marine Park of Sporades, where dolphins and monk seals call their home. Spend your nights watching the sunset over calm waters and spending your free time seeking local tavernas for deliciously fresh cuisine and a glass of the local vino. Yiamas!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Thessaly, Skiathos, Skopelos, Panagia

Duration8 days

From

USD 3,555

USD 3,448

Saving

USD 107

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All Greece Small Group Trips

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Create your custom-made trip to Greece

Page 2 of 21 Small Group Trips in Greece with 99 Reviews

Greece Sailing Adventure: Corfu to Kefalonia