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From
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Pride Sailing in Greece (Ionian Sea)

8 days
•
Start and end in Lefkada
4.6
21 traveler reviews
  • Man in swimwear climbing a boat mast.
  • Group of people on a boat holding flags.
  • Two people on a boat wearing wigs.
  • Two people lounging by a pool with others in the background.
  • Four people on a sailboat wearing colorful wigs.
    View all
  • Group of people on a boat showing unity.
  • People on a boat watching someone water-skiing.
  • Group of friends enjoying a day on a yacht.
  • Person relaxing on an inflatable float in the sea.
  • Group of people posing on a boat, one dressed theatrically.
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From
US $2,421 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Plan your adventure:
Operator
Med Sailing Holidays
Sailing
Catch the wind and set sail for new horizons
Group Tour
Join a group and forge lifelong friendships
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 5 - 8
Ages 18+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Lefkas

    Start point
    Lefkada, Ionian Islands, Greece (Dream Yacht Charter, Lefkas Marina, 17:00)
    Meals
    Lunch

    Included Activities

    • Sailing to Porto Spilla on Meganisi
    • Dinner at Porto Spilla on the water

    Optional Activities

    • Explore Lefkada Island beaches before departure
    • Hire a car to explore Lefkada Island
    • Dine at local restaurants on Lefkada
    Landmarks
    Lefkas Town
    Porto Spilla
    Meganisi Island
  2. Day 2

    Meganisi to Ithaca

    Meals
    Breakfast, Lunch

    Included Activities

    • Sailing to Blue Caves
    • Explore Blue Caves
    • Sailing to Vathy, Ithaca

    Optional Activities

    • Dine at local tavernas in Ithaca
    Landmarks
    Blue Caves
    Ithaca
    Vathy
  3. Day 3

    Ithaca to Kefalonia

    Meals
    Breakfast, Lunch

    Included Activities

    • Sailing to Kefalonia
    • Sailing past Antisamos beach
    • Sailing past Skala beach

    Optional Activities

    • Explore Melissani Cave
    • Hire a scooter and drive to Myrtos Beach
    • Relax on Kefalonia beaches
    • Explore Sami at own pace
    Landmarks
    Kefalonia Island
    Antisamos Beach
    Skala Beach
    Sami
    Melissani Cave
    Myrtos Beach
  4. Day 4

    Kefalonia

    Meals
    Breakfast, Lunch

    Included Activities

    • Sailing to Fiskardo

    Optional Activities

    • Dine at one of Fiskardo's many restaurants
    • Explore Fiskardo village
    Landmarks
    Fiskardo
  5. Day 5

    Kefalonia to Lefkada

    Meals
    Breakfast, Lunch (Lunch at Porto Katsiki beach)

    Included Activities

    • Sailing to Porto Katsiki beach
    • Stop at Porto Katsiki beach for lunch and swimming
    • Sailing to Sivota Bay

    Optional Activities

    • Explore Sivota Bay village
    Landmarks
    Porto Katsiki Beach
    Sivota Bay
  6. Day 6

    Sivota Bay

    Meals
    Breakfast, Lunch

    Included Activities

    • Sailing to Papa Nicholas Caves
    • Explore Papa Nicholas Caves
    • Swimming at Papa Nicholas Caves
    • Sailing to Ormos Vrako
    Landmarks
    Papa Nicholas Caves
    Ormos Vrako
  7. Day 7

    Lefkas

    Meals
    Breakfast, Lunch

    Included Activities

    • Sailing to Lefkas town

    Optional Activities

    • Explore Lefkas town
    • Dine at local restaurants in Lefkas
    Landmarks
    Lefkas Town
  8. Day 8

    Departure

    End point
    Lefkada, Ionian Islands, Greece (Lefkas Marina, 09:00)
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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Additional Services

Operated by

Med Sailing Holidays

4.6
(21 reviews)

Number of tours

23

Age Range

18 to 80 years old

Response time

2 hours

Response rate

60%

We offer skippered island hopping/sailing holidays, meaning we sail so you...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Reviews from other tours by Med Sailing Holidays

  • Penelope
    June 22nd, 2025
    5
    Fantastic tour. Excellent value for money would do again
  • Robyn
    June 22nd, 2025
    5
    Fabulous week. Kieran a great skipper and Emma a great host. Brilliant food, brilliant experience. A magical week....
    Show more
  • Giselle
    September 19th, 2024
    5
    Fabulous trip. The location was stunning, the food exceptional, and our hostess Mia and skipper Davide were brilliant...
    Show more

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • Instant Confirmation
    From Saturday
    8 Aug, 2026
    To Saturday
    15 Aug, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $2,421 per person
    Multiple Room Types
  • From Saturday
    29 Aug, 2026
    To Saturday
    5 Sep, 2026
    This departure date is not available or sold out
    Sold out
    From:
    US $2,421 per person
Want to read it later?

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Why book with TourRadar?

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    • 24/7 customer support
    • Earn $50 in travel credits
    • Free eSim with every purchase

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • G

    Greg

    Asked on August 4th, 2022

    How are we meant to proceed with booking?

    Price / Availability
    Tour Details
    • G

      Greg

      Traveler•Written August 2022

      Will you be offering Pride Sailing in Athens itinerary in 2023?

    • Med Sailing HolidaysOperator•Written August 2022

      We have Athens itinerary on July 1 2023. Let me know if this date works for you.

    • G

      Greg

      Traveler•Written August 2022

      Is July 1st 2023 the only planned Athens sailing?

    • G

      Greg

      Traveler•Written August 2022

      Would you recommend we wait about a month to book when more sailing dates might be announced?

    • G

      Greg

      Traveler•Written August 2022

      Do you have any plans to offer a Pride Sailing excursion which includes Mykonos in 2023?

    • Med Sailing HolidaysOperator•Written October 2022

      We are not offering Mykonos anymore. We encourage guests to either fly or take a fast ferry. We have had bad experiences with strong winds in Mykonos.

      • G
      5 more answers
Can’t find the answer to your question?
Reach out to the experts at Med Sailing Holidays with your enquiry, they usually respond in less than 2 hours.
From
US $2,421 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 226921

  • Currency
    €
    Euro
    Greece
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Greece. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Greece. Ideally 2 months before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before June 9th, 2026 a full payment is necessary. For tours departing after June 9th, 2026, a minimum payment of 20% is required to confirm your booking with Med Sailing Holidays. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Med Sailing Holidays will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Med Sailing Holidays" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.
  • People also viewed

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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

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Feb
Mar
Apr
May
Jun
Jul
Aug
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