TripFinder

Compare multi-day small-group tours from independent operators, then ask a Canadian travel advisor for help.

Explore

Find tripsDestinationsTravel stylesDealsCompare trips

TripFinder

How it worksTalk to an agentAbout usContact

Good to know

Privacy PolicyCookie choicesTerms of UseTravel guides
TripFinder.ca helps you compare small-group trips from independent operators and book with a TripFinder travel advisor. Trips are operated by the tour companies under their own terms. © 2026 HighBar Enterprises Ltd.Made for adventurers in Canada 🍁
TripFinder
Find trips
DealsAsk TheoCompareHow it worksBrowse all trips
Greece Sailing Adventure: Kefalonia to Corfu
Find trips›Greece›Greece Sailing Adventure: Kefalonia to Corfu
◆Save Deal visible
ITOperated by Intrepid Travel

Greece Sailing Adventure: Kefalonia to Corfu

From
Price on request
Duration
8 days
Countries
Greece
Activity
moderate
Group size
Max 8
Rating
★ 4.8 · 25 reviewsvia Intrepid Travel →

The adventure

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.

At a glance

Duration
8 days
Route
Kefallonia → Corfu
Countries
Greece
Activity level
moderate
Style
Beach & Islands, Sailing & Marine
Group size
Max 8
Ages
15+
Flights
Not included
Solo travellers
Welcome

Where you'll go

Greece Sailing Adventure: Kefalonia to Corfu route map

Day by day

Charming coastal town with hills and sea under a cloudy sky.
Your journey through

Greece

Day 1KefaloniaKalimera! Welcome to Greece. Your sailing adventure begins on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia. Famous for its delicious wine – primarily Robola and Mavrodafni – Kefalonia is also home to a beautiful national park, white sand beaches and friendly locals. If you have the time, why not stay a few extra days and explore the island to its fullest or maybe visit Melissani Cave. You’ll have a welcome meeting at 4 pm this afternoon to meet your group and trip leader at Sami Port, at the Oasis Café. Head out for some food shopping after for some supplies. Tonight, you’ll head on a night out with your fellow travellers.
A picturesque view of Asos village in Greece, featuring vibrant houses along the serene coastline.Kefalonia
Kalimera! Welcome to Greece. Your sailing adventure begins on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia. Famous for its delicious wine – primarily Robola and Mavrodafni – Kefalonia is also home to a beautiful national park, white sand beaches and friendly locals. If you have the time, why not stay a few extra days and explore the island to its fullest or maybe visit Melissani Cave. You’ll have a welcome meeting at 4 pm this afternoon to meet your group and trip leader at Sami Port, at the Oasis Café. Head out for some food shopping after for some supplies. Tonight, you’ll head on a night out with your fellow travellers.
Map showing Kefalonia
Day 2Ithaca, Atokos, Kastos and KalamosThis morning after breakfast, you’ll head towards Ithaca Island. On the way, stop for a swim at Filiatro – one of the most popular beaches on the island due to its beauty. Sheltered from the wind, the gulf has turquoise waters and offers a perfect spot to relax and swim. Visit Ithaca – famously the homeland of Odysseus (Ulysses), the hero of the Homeric poem Odyssey. Surrounded by green vegetation, European architecture and the deep-blue sea, you’ll see why this place caused such inspiration. Over the next two days, you’ll explore the islands of Atokos, Kastos, and Kalamos. Spend your days lounging on the boat’s deck, swimming in the clear waters, eating out at local tavernas and watching sunset on the deck or on the sands of a nearby beach. Visit Atokos – one of the most secluded of the Echinades Islands, now a private island owned by the shipowner family of Panayiotis Tsakos. The tiny islet is uninhabited except for a few goats that roam freely. On the island, there is the small chapel of St. John and the beach at One House Bay. Atokos is inside a Natura 2000 protected area, and as such, the waters and surrounding environment are nothing short of stunning. Visit Kastos, where you’ll find peaceful beaches and a simple island lifestyle. Kastos is one of the smallest of the Ionian islands, with only a few hundred people living here, making it the perfect spot if you’re looking for some relaxation and peace. Lastly, visit Kalamos – a mountainous island, known for its green hills, clear blue waters and sandy beaches.
This morning after breakfast, you’ll head towards Ithaca Island. On the way, stop for a swim at Filiatro – one of the most popular beaches on the island due to its beauty. Sheltered from the wind, the gulf has turquoise waters and offers a perfect spot to relax and swim. Visit Ithaca – famously the homeland of Odysseus (Ulysses), the hero of the Homeric poem Odyssey. Surrounded by green vegetation, European architecture and the deep-blue sea, you’ll see why this place caused such inspiration. Over the next two days, you’ll explore the islands of Atokos, Kastos, and Kalamos. Spend your days lounging on the boat’s deck, swimming in the clear waters, eating out at local tavernas and watching sunset on the deck or on the sands of a nearby beach. Visit Atokos – one of the most secluded of the Echinades Islands, now a private island owned by the shipowner family of Panayiotis Tsakos. The tiny islet is uninhabited except for a few goats that roam freely. On the island, there is the small chapel of St. John and the beach at One House Bay. Atokos is inside a Natura 2000 protected area, and as such, the waters and surrounding environment are nothing short of stunning. Visit Kastos, where you’ll find peaceful beaches and a simple island lifestyle. Kastos is one of the smallest of the Ionian islands, with only a few hundred people living here, making it the perfect spot if you’re looking for some relaxation and peace. Lastly, visit Kalamos – a mountainous island, known for its green hills, clear blue waters and sandy beaches.
Day 3Atokos to Kastos to Kalamos to Ithaca
Atokos to Kastos to Kalamos to Ithaca
Day 4MeganisiThis morning, you’ll head to Meganisi. Stop for a swim by the island before heading to the bays of Meganisi. This remote island is located between Lefkada and the Greek mainland. Untouched by mainstream tourism, it boasts crystalline waters and secluded coves that can only be reached by boat! Except for its two traditional villages and the small number of facilities they offer, the island is unspoiled. Take some time to explore the beautiful bays and then dock in one of the marinas. Tonight, maybe sit down for dinner at a local taverna with your group.
Red beach umbrella with serene sea view and distant mountains in Greece.Meganisi
This morning, you’ll head to Meganisi. Stop for a swim by the island before heading to the bays of Meganisi. This remote island is located between Lefkada and the Greek mainland. Untouched by mainstream tourism, it boasts crystalline waters and secluded coves that can only be reached by boat! Except for its two traditional villages and the small number of facilities they offer, the island is unspoiled. Take some time to explore the beautiful bays and then dock in one of the marinas. Tonight, maybe sit down for dinner at a local taverna with your group.
Map showing Meganisi
Day 5Skorpios - LefkadaYou might want to get up early this morning to see the sunrise on the deck or take a quick dip before breakfast. Today, sail north passing Skorpios along the way. Primarily known as the private island of the late Greek shipping billionaire Aristotle Onassis, bought in 1963 for numerous high-profile parties. This was also the site of Onassis’s wedding to the former United States First Lady Jacqueline Kennedy in 1968. Continue sailing north, passing through the north channel before docking in the beautiful marina of Lefkada. Featuring sheer cliffs and turquoise waters, this island’s busy streets are perfect for a beach day or night out on the town. Lefkada is also home to some dense forests and world-famous beaches, which you have undoubtedly seen photos of (spoiler alert – it’s better in real life!). You’ll wander the busy streets with your group, find some delicious Greek food to feast on and maybe grab a cocktail (or two), before spending the night on the boat.
Wooden sign for Scorpios amidst rocky terrain and lush greenery in Mykonos, Greece.Skorpios
You might want to get up early this morning to see the sunrise on the deck or take a quick dip before breakfast. Today, sail north passing Skorpios along the way. Primarily known as the private island of the late Greek shipping billionaire Aristotle Onassis, bought in 1963 for numerous high-profile parties. This was also the site of Onassis’s wedding to the former United States First Lady Jacqueline Kennedy in 1968. Continue sailing north, passing through the north channel before docking in the beautiful marina of Lefkada. Featuring sheer cliffs and turquoise waters, this island’s busy streets are perfect for a beach day or night out on the town. Lefkada is also home to some dense forests and world-famous beaches, which you have undoubtedly seen photos of (spoiler alert – it’s better in real life!). You’ll wander the busy streets with your group, find some delicious Greek food to feast on and maybe grab a cocktail (or two), before spending the night on the boat.
Map showing Skorpios
Day 6Antipaxos and PaxosThis morning, get an early start as you sail towards Paxos – the smallest of the Ionian islands – and Antipaxos – its sister island. Paxos is a unique blend of lush landscapes set in a bright blue sea. Two miles south, Antipaxos is a small island home to some of the finest beaches in the Ionian Sea with transparent ocean and white sands. Antipaxos doesn’t have its own permanent population, but many Paxiots own vineyards and cottages here. Stop for a refreshing swim in the glittering water before arriving in Gaios – the main port and the centre of life in Paxos. When you approach Gaios from the north, you’ll enter a beautiful river-like passing through the islands of Panagia, where you can see a monastery of the Virgin Mary and the pine-covered island of St. Nicholas with its 1423 Venetian castle hidden in the trees. Explore the village of Gaios and the coastline with your group tonight.
Beautiful turquoise waters with boats near lush green Antipaxos island, Greece.Antipaxos and Paxos
This morning, get an early start as you sail towards Paxos – the smallest of the Ionian islands – and Antipaxos – its sister island. Paxos is a unique blend of lush landscapes set in a bright blue sea. Two miles south, Antipaxos is a small island home to some of the finest beaches in the Ionian Sea with transparent ocean and white sands. Antipaxos doesn’t have its own permanent population, but many Paxiots own vineyards and cottages here. Stop for a refreshing swim in the glittering water before arriving in Gaios – the main port and the centre of life in Paxos. When you approach Gaios from the north, you’ll enter a beautiful river-like passing through the islands of Panagia, where you can see a monastery of the Virgin Mary and the pine-covered island of St. Nicholas with its 1423 Venetian castle hidden in the trees. Explore the village of Gaios and the coastline with your group tonight.
Map showing Antipaxos and Paxos
Day 7Paxos – CorfuEnjoy breakfast on the boat this morning, then set sail to the other most beautiful island in the Ionian belt – Corfu. Flanked by two imposing Venetian fortresses, Corfu’s town features winding medieval lanes, a French-style arcade and the grand Palace of St. Michael and St. George. When you arrive, you might like to swim and then walk the winding streets to see all the town's Venetian influences. Liston is one of the most popular pedestrian streets on the island and a perfect meeting place for tourists, right next to the famous Spaniada Square. Maybe stop for a Greek coffee and some people-watching among the great seaside atmosphere. Tonight, enjoy your final night out and a farewell dinner with your group.
Explore the vibrant harbor of Gaios, Greece, featuring docked yachts, colorful buildings, and clear blue skies.Paxos
Enjoy breakfast on the boat this morning, then set sail to the other most beautiful island in the Ionian belt – Corfu. Flanked by two imposing Venetian fortresses, Corfu’s town features winding medieval lanes, a French-style arcade and the grand Palace of St. Michael and St. George. When you arrive, you might like to swim and then walk the winding streets to see all the town's Venetian influences. Liston is one of the most popular pedestrian streets on the island and a perfect meeting place for tourists, right next to the famous Spaniada Square. Maybe stop for a Greek coffee and some people-watching among the great seaside atmosphere. Tonight, enjoy your final night out and a farewell dinner with your group.
Map showing Paxos
Panoramic view of green valley and majestic mountains under cloudy sky.
Your journey through

Albania

Day 8CorfuAfter breakfast this morning, disembark at Gouvia marina in Corfu and say goodbye to your skipper and fellow travellers. If you are flying out today, your trip leader can help you organise a taxi to the airport. If you would like to extend your stay, just get in touch with your booking agent ahead of time.
Scenic view of Corfu's old fortress and sailboats under a blue sky.Corfu
After breakfast this morning, disembark at Gouvia marina in Corfu and say goodbye to your skipper and fellow travellers. If you are flying out today, your trip leader can help you organise a taxi to the airport. If you would like to extend your stay, just get in touch with your booking agent ahead of time.
Map showing Corfu

What's included

Included
  • ✓Begin your sailing adventure on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia, famous for its delicious wine, 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 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.
  • ✓Sail past private islands, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – and learn about the island’s history, now uninhabited except by a few wandering goats.
  • ✓Visit the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.

Traveller reviews

4.8
★★★★☆

Based on 25 reviews · via Intrepid Travel →

Discover Greece

A glimpse of the destination you'll explore.

Breathtaking aerial view of Kerkyra's lush landscape with hills, valleys, and ancient structures under a clear sky.
Breathtaking coastal landscape of Agios Stefanos, Greece featuring rocky hills and a tranquil sea.
Breathtaking view of a Greek island coastline with clear blue waters and vibrant nature.
Scenic view of Athens cityscape from a hilltop with clear skies.
Picturesque coastal scene with clear skies, azure waters, and distant mountains.
IT
Operated by Intrepid Travel

TripFinder compares the available catalog facts and can help with the booking. You travel under the operator's terms; final price and availability are confirmed before purchase.

Book my trip →
Ask Theo about this trip
From
Price on request
Book my trip
No payment now — tell us a few details and an expert confirms everything & finishes your booking.
✓No payment & no obligation to send a request
✓An expert confirms by email or phone — your choice
Prefer to talk first? Send a request and choose phone as your contact preference.
Operated by Intrepid Travel · view on operator site ↗

More Europe adventures

OpeningZagreb to Santorini: 35 Unforgettable Days image
GG Adventures
Save 20%

Zagreb to Santorini: 35 Unforgettable Days

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 35 days · Easy

fromCAD 8,639
Next: 09 Aug
OpeningUltimate Europe: Berlin, Tuscany & Greek Temples image
GG Adventures
Save 35%

Ultimate Europe: Berlin, Tuscany & Greek Temples

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 34 days · Easy

fromCAD 5,960
Next: 09 Aug
OpeningOne Month in Europe: Germany, Italy & Croatia image
GG Adventures
Save 25%

One Month in Europe: Germany, Italy & Croatia

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 30 days · Easy

fromCAD 5,310
Next: 09 Aug
From
Price on request
Book my trip