Greece Insiders - Tour Operator | Trippy The Creator

Local Expert

Partner operator · Europe

“Island-hopping the Greek seas, the local way.”

2Countries
75Itineraries
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About Greece Insiders

What Greece Insiders runs

Athens-based licensed operator (MHTE 0206E60000824500) who unlock the Cyclades, Crete and the Ionian through the people who live there - quiet coves, family tavernas and unhurried sailing days.

Greece Insiders publishes 75 itineraries across 2 countries on this site, with their own routes and their own lead-in prices. Ask for any of them and the request comes to us; we take it to them.

CoastalSailingSlow

Signature journeys

Start from a Greece Insiders journey

Use any of these as your starting point - design it your way, then connect with Greece Insiders to bring it to life.

9 days
Greece
9 Day Greece Itinerary Through Athens, Santorini & Crete
Athens, Santorini, Chania Crete
CoastalSailing
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10 days
Greece
A 10-Day Guided Journey Through Rome, Athens, Delphi & Santorini for Seniors
Rome, Athens, Delphi, Santorini
CoastalSailing
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10 days
Greece
A 10-Day Italy & Greece Adventure for Friends and Groups: Culture, Cuisine & Coastlines
Rome, Florence, Athens, Santorini
CoastalSailing
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10 days
Greece
A 10-Day Italy & Greece Getaway with Friends: Prosecco, Ruins & Island Vibes
Venice, Florence, Athens, Mykonos
CoastalSailing
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10 days
Greece
A 10-Day Italy & Greece Honeymoon: From Roman Romance to Santorini Sunsets
Rome, Florence, Siena, Santorini
CoastalSailing
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10 days
Greece
A 10-Day Scenic & Cultural Journey Through Venice, Florence, Tuscany, Athens & Sounio for Seniors
Venice, Florence, Athens
CoastalSailing
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7 days
Greece
A 7-Day Coastal Escape to Positano, the Amalfi Coast & Santorini for Seniors
Positano, Santorini
CoastalSailing
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7 days
Greece
A 7-Day Coastal Escape to the Amalfi Coast & Santorini for Groups
Sorrento, Santorini
CoastalSailing
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7 days
Greece
A 7-Day Cultural Journey Through Italy & Greece for Seniors
Rome, Athens
CoastalSailing
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7 days
Greece
A 7-Day Group Escape to Rome & Athens: History, Rooftops & Good Vibes
Rome, Athens
CoastalSailing
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View allGreece Insiders journeys ›

Have a different destination in mind?

Start building from scratch and Greece Insiders’s team will shape it into something precise, personal and perfectly timed.

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What Greece Insiders runs

Start from a Greece Insiders journey

9 Day Greece Itinerary Through Athens, Santorini & Crete

A 10-Day Guided Journey Through Rome, Athens, Delphi & Santorini for Seniors

A 10-Day Italy & Greece Adventure for Friends and Groups: Culture, Cuisine & Coastlines

A 10-Day Italy & Greece Getaway with Friends: Prosecco, Ruins & Island Vibes

A 10-Day Italy & Greece Honeymoon: From Roman Romance to Santorini Sunsets

A 10-Day Scenic & Cultural Journey Through Venice, Florence, Tuscany, Athens & Sounio for Seniors

A 7-Day Coastal Escape to Positano, the Amalfi Coast & Santorini for Seniors

A 7-Day Coastal Escape to the Amalfi Coast & Santorini for Groups

A 7-Day Cultural Journey Through Italy & Greece for Seniors

A 7-Day Group Escape to Rome & Athens: History, Rooftops & Good Vibes

Have a different destination in mind?