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Wine Sailing in Croatia (from Split to Dubrovnik)

8 days
From Split to Dubrovnik
4.6
21 traveler reviews

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Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Partially Guided
Independent travel, featuring selected guided excursions
Guided in English
Group Size 5 - 8
Ages 18+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Split

    Your week starts at Marina Kaštela in Split, just 10 minutes from the airport. Check out your luxury yacht and get oriented before you head off to sail the Dalmatian coast. Spend the afternoon getting comfortable on board and making sure you have everything you need for the week ahead.

    Start point
    Marina Kaštela, F. Tuđmana 213, Kaštela, Splitsko-dalmatinska županija, Croatia (NOA Yachting, 13:00 - 07:00)
    Meals
    Breakfast, Lunch

    Optional Activities

    • Visit Plitvice Lakes
    • Visit Krka Falls
    • Explore Split Old Town and beaches
    Landmarks
    Marina Kašstela
    Split Old Town
    Plitvice Lakes
    Krka Falls
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Split to Brač to Hvar

    Sail out to Brač and the town of Milna, where you'll wander around the streets and try some local wine from your yacht. After that, head to Hvar, which has vibrant bars and restaurants along with a fort that's worth checking out. Settle in for the night at anchor and catch the sunset views from the water.

    Meals
    Breakfast, Lunch, Dinner (Included as part of on-board meal with matching wines while on anchor)

    Included Activities

    • Sail to island of Brač
    • Visit traditional town of Milna
    • Wine tasting on private yacht

    Optional Activities

    • Visit Hula Hula bar for sunset (4pm to 9pm après-beach party)
    • Dining at restaurants in Hvar
    • Dinner on-board private yacht
    • Visit Hvar Fort
    Landmarks
    Brač
    Milna
    Hvar
  3. Day 3

    Hvar to Vis

    Start early and head to Vis, a real highlight for food lovers. Once you get a spot at the town quay, you've got options: explore the Blue Caves and Green Caves, check out Stiniva Bay, take a wine tour or military tour, or just walk the historic streets at your own pace. The island has lots to see depending on what interests you.

    Meals
    Breakfast, Lunch

    Included Activities

    • Sail to Vis
    • Early departure for optimal berth placement

    Optional Activities

    • Excursion to Blue Caves
    • Excursion to Green Caves
    • Excursion to Stiniva Bay
    • Wine tour in Vis
    • Military tour in Vis
    • Explore town streets
    Landmarks
    Vis
    Blue Caves, Vis
    Green Caves, Vis
    Stiniva Bay
  4. Day 4

    Vis to Korčula

    Sail down the coast to Korčula Island, famous as the birthplace of Marco Polo. The fortified marina gets you settled, then wander the old backstreets filled with restaurants, bars, and jewelry shops. By evening, grab a sunset cocktail overlooking the sea before heading to dinner.

    Meals
    Breakfast, Lunch

    Included Activities

    • Sail to Korčula Island
    • Explore old backstreets of Korčula

    Optional Activities

    • Sunset cocktail overlooking the sea
    • Dining at restaurants in Korčula
    Landmarks
    Korčula Island
    Itinerary Image 1
  5. Day 5

    Korčula to Mljet National Park

    Sail to Mljet, the most forested island in the Adriatic, and keep watch for dolphins during the crossing. You'll stop in clear water for a swim, then have wine and lunch before heading to Polače. Rent a bicycle and ride through the National Park around the lake, finishing up with a golden sunset.

    Meals
    Breakfast, Lunch (Wine and lunch during swim stop)

    Included Activities

    • Sail to Mljet National Park
    • Swim in crystal clear waters
    • Wine and lunch during swim stop

    Optional Activities

    • Bicycle through National Park
    • Bicycle around the lake
    • Dolphin watching
    Landmarks
    Mljet National Park
    Polače
  6. Day 6

    Mljet to Okuklje

    Continue from Mljet along the coastline and pull over at a hidden spot for swimming, lunch, and drinks. Later, arrive at Okuklje, a traditional fishing village where things move slowly and locals are genuinely welcoming. Have dinner at a local restaurant and spend the evening looking up at the stars with no light pollution to get in the way.

    Meals
    Breakfast, Lunch (Lunch and refreshments at swim stop)

    Included Activities

    • Sail to hidden gem swim stop
    • Lunch and refreshments during swim stop
    • Sail to Okuklje fishing village

    Optional Activities

    • Dinner in Okuklje restaurant
    Landmarks
    Okuklje
  7. Day 7

    Okuklje to Dubrovnik

    Take your time over breakfast before the final sail to Dubrovnik. Stop for one last swim and lunch in the bay, then dock in this fortified town. Explore the old town, and as the sun drops, find a spot to catch the sunset with a cocktail and the people you've met during the week.

    End point
    Restaurant ACI Marina Dubrovnik, Dubrovnik, Dubrovacko-neretvanska županija, Croatia (Dream Yacht Charter, 07:00 - 08:00)
    Meals
    Breakfast (Leisurely breakfast on-board), Lunch (Lunch and refreshments in the bay before docking)

    Included Activities

    • Sail to Dubrovnik
    • Final swim in the bay
    • Lunch and refreshments in the bay
    • Explore Dubrovnik Old Town

    Optional Activities

    • Sunset cocktail in Dubrovnik
    Landmarks
    Dubrovnik Old Town
    Itinerary Image 1
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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
4.6
(21 reviews)

Number of tours

23

Age Range

18 to 80 years old

Response time

4 hours

Response rate

33%

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

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Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Andrew
    · September 17th, 2025
    The only improvement would be clear information on what to expect at each destination so we could quicker plan any activities
    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 spots along the way offered crystal-clear turquoise waters in secluded bays which were amazing. Our Skipper, Ben, was skilled and attentive, keeping us informed on our itinerary while ensuring we were all enjoying our time. He was kind, fun, and reliable and we are grateful to have been on his tour! Oana was our host and completely exceeded our expectations when it came to our culinary experience. We expected simple food and instead were served gourmet, artfully prepared dishes which we would not have expected to be possible on a sailboat. I couldn’t help but take a picture of every meal because it all looked so beautiful, and we always cleaned our plates. She was also quite helpful in making recommendations for food and activities on our stops and we enjoyed getting to know her. We did daily yoga led by Alex which added balance with movement to our relaxing trip. Such beautiful settings for yoga flows! Overall, it was a unique and fun way to tour some of the most beautiful areas in Croatia and we would highly recommend it!
    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 experience would partially be dependent on the other guests and I must say I was very lucky to have great companions. But the crews, Stefan and Oana, were the absolute stars of the trip and assets to the company. Stefan the skipper was very professional and serious at his tasks but at the same time he surely knows how to have fun! He brought everyone together and everybody loved him. Oana, the host is such an amazing cook. All her food literally made the difference on the daily living in the boat - that sometimes could feel like camping - the meals really elevated the whole experience. She also shared great recommendations for dinner places at every stop. It was an unforgettable experience!
    Show more
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No departure dates available

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Plan your adventure:

Good to Know

Tour ID: 188091

  • Currency
    Euro
    Croatia
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis B - Recommended for Croatia. Ideally 2 months before travel.
    • Tick-borne encephalitis - Recommended for Croatia. Ideally 6 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 March 21st, 2026 a full payment is necessary. For tours departing after March 21st, 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.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec

2026

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

2027

Jan
Feb
Mar
Apr
May
Jun
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