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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

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2026

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2027

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2028

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Who is travelling?

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From
US $2,654 per person

Pride Sailing in Sicily

8 days
•
Start and end in Messina
4.6
21 traveler reviews
  • Panoramic view of a coastal town with mountains in the background.
  • Turquoise sea with boats and rock formations.
  • Sailing yachts anchored near a coastal town.
  • Mountain with moored sailboats in a serene bay.
  • Group of friends enjoying a mud bath outdoors.
    View all
  • Azure sea with numerous yachts anchored around a small island.
  • Diagram of a catamaran layout.
    View all
From
US $2,654 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:
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

    Vulcano

    Start point
    Contrada Bagnoli, 98071 Capo d'Orlando Messina, Italy (Capo d'Orlando Marina, 16:00 - 17:00)
    Meals
    Breakfast, Lunch, Dinner (Italian meal)

    Included Activities

    • Relax on black sand beaches
    • Therapeutic mud bath
    Landmarks
    Vulcano
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Panarea

    Meals
    Breakfast, Lunch

    Included Activities

    • Explore Cala Junco secluded bay
    • Explore Lisca Bianca's hidden coves and bubbling sea springs
    • Snorkelling

    Optional Activities

    • Seafood dining
    • Boutique shopping
    Landmarks
    Panarea
    Cala Junco
    Lisca Bianca
    Itinerary Image 1Itinerary Image 2
  3. Day 3

    Stromboli to Salina

    Meals
    Breakfast, Lunch

    Included Activities

    • Watch sunrise from active volcano Stromboli
    • Explore Salina town and lush landscape

    Optional Activities

    • Wine tasting - Malvasia wine
    Landmarks
    Stromboli
    Salina
    Itinerary Image 1
  4. Day 4

    Filicudi

    Meals
    Breakfast, Lunch

    Included Activities

    • Explore extinct Aeolian volcano
    • Swimming in crystal clear waters
    • Snorkelling
    • Beachcombing on rocky shores
    Landmarks
    Filicudi
  5. Day 5

    Filicudi

    Meals
    Breakfast, Lunch

    Included Activities

    • Hiking trails exploration
    • Snorkelling

    Optional Activities

    • Explore fishing villages
    Landmarks
    Filicudi
  6. Day 6

    Lipari

    Meals
    Breakfast, Lunch (Lunch at stop along the way)

    Included Activities

    • Explore Lipari on foot, by scooter or by bike

    Optional Activities

    • Rent scooter
    • Rent bike
    Landmarks
    Lipari
  7. Day 7

    Return Journey

    Meals
    Breakfast (Delicious breakfast), Lunch

    Included Activities

    • Morning swim
    • Stop at off-the-beaten-track bays

    Optional Activities

    • Beach activities
    • Pool activities
  8. Day 8

    Departure

    End point
    Contrada Bagnoli 8, 98071 Capo d'Orlando Messina, Italy (Capo d'Orlando Marina, 08:00)

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Operated by

Med Sailing Holidays

Rating
4.6(21 reviews)
Response time
12 hours
Response rate
80%
Cancellation policy

Reviews from other tours by Med Sailing Holidays

  • Andrew
    September 17th, 2025
    The only improvement would be clear information on what to expect at each destination so we could quicker plan any...
    Show more
  • Rosana
    August 28th, 2025
    We had an amazing time on our sailing trip from Dubrovnik to Split! Our docked stops were all beautiful and the swim...
    Show more
  • Jonathan
    June 25th, 2025
    I had a truly amazing time during the Pride Sailing Holiday. Being on such a small boat, I was aware that the whole...
    Show more

Dates & Availability

Select departure month and travellers

Select Date

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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
Upcoming departures
  • From Saturday
    4 Jul, 2026
    To Saturday
    11 Jul, 2026
    This departure date is not available or sold out
    Sold out
    From:
    US $2,538 per person
  • From Saturday
    12 Sep, 2026
    To Saturday
    19 Sep, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $2,654 per person
    Multiple Room Types

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More benefits
Can’t find the answer to your question?
Reach out to the experts at Med Sailing Holidays with your enquiry, they usually respond within 12 hours.
From
US $2,654 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

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Good to Know

Tour ID: 276037

  • Currency
    €
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    Type L
    Italy
  • 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 August 25th, 2026 a full payment is necessary. For tours departing after August 25th, 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

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