Sailing Tours & Trips in Ionian Islands
Explore a wide diversity of sailing tours through Ionian Islands. We have 12 adventures that vary from 4 days to 8 days. With the greatest number of departures in June, this is also the most popular time of the year.
10 best sailing Ionian Islands tours
Compiled by
MelissaIonian Islands travel expert at TourRadar
- Set sail from Zakynthos
- Greece Sailing Adventure: Corfu to Kefalonia
- Greece Sailing Adventure: Kefalonia to Corfu
- Pride Sailing in Greece (Ionian Sea)
- Illyrian Cruise 2026
- Premier Gulet 18-39s: 4-Day Zakynthos to Lefkada
- Premier Gulet 18-39s: 4-Day Lefkada to Zakynthos
- Wine Week in Greece - Ionian Sea
- Illyrian Cruise 2025
- Ionian Cruise 2025. The Odyssey
The Ionian's finest awaits aboard a traditional gulet, with visits to Kefalonia's secluded caves and Ithaca's emerald waters. The vessel anchors at Fiskardo's white pebble beaches and Meganisi's hidden bays. Seven nights aboard include visits to 5 islands with experienced crew guidance.
Duration 8 days Destinations Zakynthos, Agia Efimia, Ithaca, Meganisi, Fiskardo Age Range All Ages Welcome Operator Encounters Travel From
- US$995
Your 7-night sailing trip takes place aboard a 51.2ft monohull yacht with a Yacht Master Offshore-licensed skipper. You'll swim in Filiatro and Adri Bays near southern Ithaca and anchor in turquoise waters off Antipaxos, which has some of the Ionian's best beaches. The route moves between islands starting from Corfu's busy Spaniada Square through Lefkada's lively marina to Meganisi's hidden coves that you can only reach by sea. The journey includes the quiet shores of tiny Kastos with its simple island lifestyle. You'll also stop at Gaios's charming harbor on Paxos and pass the historic Skorpios island. The sailing adventure wraps up in Fiskardo and Sami on limestone-cliff-fringed Kefalonia, with daily swims in Europe's cleanest waters throughout the trip.
Duration 8 days Destinations Corfu, Paxi, Lefkada, Meganisi, Kalamos, Ithaca, Fiskardo, Sami Age Range Ages 15+ Operator Intrepid Travel From $2,660
15% Off- US$2,261+$117 local paymentsYou save $399
Your journey takes place aboard a fully-equipped monohull yacht sailing through the Ionian Sea. You'll stop at Meganisi's clear bays that are only accessible by boat and pass Skorpios—Aristotle Onassis's private island where he married Jacqueline Kennedy in 1968. The route includes Ithaca, the legendary homeland of Odysseus, before heading to the river-like entrance of Gaios port. This harbor sits flanked by Panagia island's monastery and St. Nicholas island's 1423 Venetian castle hidden among pine trees. You'll also visit Kastos, one of the smallest Ionian islands with just a few hundred residents. The trip includes anchoring at One House Bay on Atokos where wild goats roam and the chapel of St. John stands alone.
Duration 8 days Destinations Sami, Ithaca, Kalamos, Meganisi, Lefkada, Paxi, Corfu Age Range Ages 15+ Operator Intrepid Travel From $2,585
15% Off- US$2,197+$117 local paymentsYou save $388
The Lagoon 42 catamaran carries you through the Ionian Islands. Meganisi's Porto Spilla, Ithaca's ancient harbors, and Kefalonia's caves highlight the journey. Professional crew leads visits to Papa Nicholas Caves and secluded Ormos Vrako bay.
Duration 8 days Destinations Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos Age Range Ages 18+ Operator Med Sailing Holidays From
15% Off- US$2,441
Duration 8 days Destinations Corfu, Lefkas, Zakynthos, Kefallonia, Antipaxos Island, Paxi, Sivota, Saranda Age Range Ages 8+ Operator Running On Waves From
15% Off- US$4,903+$425 upfront costs
A remarkable voyage through the Ionian Islands from Zakynthos takes you to Agios Nikolaos and Kefalonia's charming Agia Effimia. The route includes traditional fishing villages, swimming in crystal-clear waters, and ends in Lefkada's Nydri port. Melissani Cave and olive oil tasting available as optional excursions.
No departure dates availableDuration 4 days Destinations Zakynthos, Kefallonia, Lefkada Age Range Ages 18-39 Operator Go Sail Greece 
Your maritime adventure spans the Ionian Islands from Lefkada's Nydri port to Zakynthos. The trip features Kefalonia's Agia Effimia village, traditional wood-fired bakeries, and views of Shipwreck Beach. Melissani Cave and local Greek taverns await as optional visits.
No departure dates availableDuration 4 days Destinations Kefallonia, Zakynthos, Lefkada Age Range Ages 18-39 Operator Go Sail Greece 
A Lagoon 42 catamaran takes you through the Ionian's most sheltered waters, stopping at hidden gems like Porto Spilla and Vathi. The professional crew guides visits to four local wineries, Blue Caves, and secluded swimming spots. Sunset cocktails at FlyMe in Lefkas included.
No departure dates availableDuration 8 days Destinations Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos Age Range Ages 18+ Operator Med Sailing Holidays 
No departure dates availableDuration 8 days Destinations Corfu, Lefkas, Zakynthos, Kefallonia, Antipaxos Island, Paxi, Sivota, Saranda Age Range Ages 8+ Operator Running On Waves 
No departure dates availableDuration 8 days Destinations Corfu, Paxi, Antipaxos Island, Lefkas, Kefallonia, Zakynthos, Ithaca Age Range Ages 8+ Operator Running On Waves
What our customers ask about Sailing Tours & Trips in Ionian Islands
What's the best time?
The ideal sailing window in the Ionian Islands spans from May to October with July and August drawing the largest crowds. These summer months bring predictable weather patterns and gentle seas particularly around Lefkada and Kefalonia where natural cliff formations create sheltered sailing conditions. A TourRadar traveler shared their experience at Porto Katsiki Lefkada: "The beaches and meal were the best! The water was crystal clear and perfect temperature." Visitors can plan for daily temperatures of 25-30°C (77-86°F) with very little rain making it perfect for water activities at popular spots like the Blue Caves and Shipwreck Beach.
What are the typical routes covered on an Ionian Islands sailing tour?
Most tours begin from three main departure points: Corfu Lefkada or Zakynthos. From there boats typically visit Meganisi's quiet Porto Spilla the mythological island of Ithaca and the bustling port town of Fiskardo in Kefalonia. The Blue Caves of Lefkada Melissani Cave in Sami and numerous private coves that boats alone can reach are regular stops. A TourRadar traveler shared: "LOVED IT! I always wanted to sail the Greek Islands and not only was it a bucket list item I had the trip of a lifetime. These memories will be with me forever." Some tours venture to less visited islands such as Antipaxos and Kastos offering a quieter Greek island experience.
What are the best local dishes to try when sailing the Ionian Islands?
Each port in the Ionian Islands presents its own food specialties. Fiskardo stands out for having "THE BEST RESTAURANTS in the Ionian." The waterfront tavernas in Vathi serve time-honored Greek dishes passed down through families. Key food experiences include ordering fresh-caught fish at Sami's harbor restaurants trying traditional bread from the ovens of Agia Effimia and tasting local wine varieties from Kefalonia's vineyards. According to one TourRadar traveler: "The food was divine and the local restaurants recommended by the crew were fantastic. Each stop offered something unique and delicious."