There was an error with your log in
Trip options
Protection
How to pay
Checkout
Croatia Trail Running and Sailing Tour: Island to Island
Date and group size

Select your adventure protection

Redpoint travel protection
Weather shifts, flights cancel. Core and Premium include Redpoint travel protection to cover you when they do. Standard follows 57hours' booking policy. See full coverage
Every booking, whichever you pick
Cancel within 48h of booking 100% refund
Cancel 60+ days before departure (Any or no reason) 70% refund
Full coverage details
Basic Standard terms Most popular Core protection Recommended Premium protection
Cancel within 48h of booking
100% refund 100% refund 100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund 70% refund 75% refund
Cancel any time (Covered reason)
75% refund 100% refund
Cancel any time (Any or no reason)
75% refund
Cancel under 60 days (Any or no reason)
75% refund
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p. Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p. Up to $100,000 p.p.
Basic Standard terms
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund
Cancel any time (Covered reason)
Cancel any time (Any or no reason)
Cancel under 60 days (Any or no reason)
Travel: canceled flights, lost baggage, delays
Rescue, evacuation, and medical coverage
Most popular Core protection
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund
Cancel any time (Covered reason)
75% refund
Cancel any time (Any or no reason)
Cancel under 60 days (Any or no reason)
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p.
Recommended Premium protection
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
75% refund
Cancel any time (Covered reason)
100% refund
Cancel any time (Any or no reason)
75% refund
Cancel under 60 days (Any or no reason)
75% refund
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p.
Cancellation policy

The percentages in the table above are of the full trip price, not of what you’ve paid at the time of booking.

Cancellations made within 48 hours of booking receive a full refund on all plans, including booking fees and insurance. After the 48-hour window, your refund depends on your selected protection plan and when you cancel. Core and Premium plans extend your cancellation rights beyond the Standard policy:

  • With Core, a covered reason gets you 75% of your trip cost back — even the day before you go.
  • With Premium, a covered reason gets you 100% of your trip cost back — and any other reason gets you 75%, right up to the day you leave.
What counts as a covered reason
  • Sudden illness or injury — yours, a travel companion’s, or an immediate family member’s, confirmed by a doctor
  • Death of a traveler or an immediate family member
  • A natural disaster affecting your destination or your departure point
  • A government travel advisory against travel to your destination

Changing your mind isn’t a covered reason. Premium is the only plan that covers that. Documentation is required for all insurance claims.

Everything the travel insurance covers

Both plans include travel insurance through Redpoint Travel Protection. Core insures 75% of your trip cost; Premium insures 100%.

Maximum per person:

  • Trip cancellation — up to 100% of your trip cost
  • Cancel for any reason — up to 75% of your trip cost (Premium only)
  • Trip interruption — 150% of the trip cost limit
  • Trip delay — $200 a day, $1,000 max
  • Itinerary change — $250
  • Single occupancy supplement — up to 100% of trip cost
  • Missed connection — $1,000
  • Travel inconvenience — $250 each, $750 max
  • Pet return — $1,000 per pet
  • Baggage and personal effects — $2,500, max $300 an item
  • Baggage delay — $600, after 12 hours
  • Baggage delivery — $100 per trip
  • Emergency medical expenses — $100,000
  • Medical evacuation and repatriation — up to $1,000,000

These are maximums. What a claim actually pays depends on what you can document and on the policy’s exclusions — pre-existing conditions and undeclared activities among them. We’ll send the full policy wording with your confirmation.

Reserve deposit (30%) $0
Second Payment Amount: $0
Croatia Trail Running and Sailing Tour: Island to Island
Itinerary
Split to Dubrovnik (Private Charter)
Date(s)
--
Number of travelers
1 Person
Cancel in the first 48h for free
Pay deposit now, the rest by
Travel and medical insurance available
Earn $0.00 Adventure credits
  • Choose this if you're coming as a group and would like to charter the whole boat to yourselves.

    This 8-day route sails one-way from Split to Dubrovnik, tracing a string of islands most travelers only see from a plane window: Brač, Hvar, the Pakleni islands, Korčula, Lastovo, Mljet, and the Pelješac peninsula. Each morning starts with a trail run, anywhere from 4 to 8 miles (6.5 to 13 km), before the boat carries the group to the next stop. Days mix ancient villages, olive oil tasting, wine stops, and swims in coves that are hard to reach any other way, with Mljet National Park and some of the Adriatic's clearest lagoons among the highlights. We disembark in Dubrovnik, ready for the old town's marble streets after a week spent mostly in trail shoes. With the whole catamaran and its 3-person crew to yourselves, and being a one-way, it comes at a higher price than the round-trip route.

    • We board in Split and set sail for Brač Island, dropping anchor in Postira after a relaxed crossing of 12 NM (13.8 mi), roughly 1.5 to 2 hours. Along the way, we stop for a swim in Splitska Bay. Postira makes for an easy first night, with a walkable waterfront and small tavernas serving Dalmatian classics before we settle in aboard.

      Meals: Dinner
      Accommodation: Catamaran

      Brac island aerial
    • We run from Postira through the village of Dol to Škrip, Brač’s oldest settlement at roughly 3,000 years old, following part of a traditional Easter procession route. A stop at the Olive Oil Museum comes with lunch before a van brings everyone back to the boat, which sails on to Jelsa on Hvar Island (26 NM / 29.9 mi, 3.5 to 5 hours), with a swim break at Lovrečina Beach along the way.

      Running: 9 km (5.6 mi)
      Meals: Breakfast, lunch, dinner
      Accommodation: Catamaran

      Hvar aerial
    • From Jelsa, we run up onto Hvar’s ridge and down through the villages of Pitve and Vrisnik, past vineyards, lavender fields, and old stone houses, with a stop at Terra Arhaica in Vrisnik to taste local wine and learn about the island’s farming traditions. From there we sail to the Pakleni islands (20 NM / 23 mi, 3 to 4 hours), with swim stops at Zečevo and Ždrilac. Evenings are spent anchored off Vinogradišće or Palmižana, with an optional water taxi into Hvar town.

      Running: 13 km (8.1 mi), +700 m (+2,297 ft)
      Meals: Breakfast, dinner
      Accommodation: Catamaran

      Pakleni otoci
    • For anyone still feeling the last two days, today’s run is a gentle loop around Sveti Klement, the largest of the Pakleni islands. We then sail to Vela Luka on Korčula Island (18 NM / 20.7 mi, about 3 hours), usually with the wind at our back. We break up the crossing with swims at Paklenjaci and Proizd, a beach that’s a strong contender for the best on the Adriatic, then try for a wine tasting on Korčula before settling in for the night.

      Running: 6.5 km (4.0 mi)
      Meals: Breakfast, dinner
      Accommodation: Catamaran

      Korcula island
    • A shorter run around Vela Luka’s Small Trail eases us into the day before we sail on to Lastovo (18 NM / 20.7 mi, about 3 hours), with a swim in the lagoon between Mali and Veliki Pržnjak along the way. The evening is spent in Zaklopatica Bay, with dinner at a local tavern in Lučica, a fitting introduction to an island where time seems to move slower than anywhere else on this trip.

      Running: 10 km (6.2 mi)
      Meals: Breakfast, dinner
      Accommodation: Catamaran

      Lastovo bay
    • Lastovo’s quieter trails make for a scenic run through pine forest and past the island’s landmark chimneys, known locally as fumari, with wide-open Adriatic views the whole way. From there we sail to Mljet (23 NM / 26.5 mi, about 4 hours), known for its national park and saltwater lakes, with swim stops at Lastovnjaci and Saplun. We spend the night in Pomena, a small village on Mljet’s western tip.

      Running: 11 km (6.8 mi)
      Meals: Breakfast, dinner
      Accommodation: Catamaran

      Mljet island
    • Mljet National Park delivers one of the best runs of the trip, weaving through pine forest, past saltwater lakes, and up to the Montokuc viewpoint for sweeping views. A stop at the Benedictine monastery on an islet in Veliko Jezero adds some history to the morning. We then sail to Šipan (25 NM / 28.8 mi, 4 to 5 hours), with a swim at Pržina Cove on the Pelješac peninsula, regularly ranked among the Adriatic’s best beaches, along the way.

      Running: 10 km (6.2 mi)
      Meals: Breakfast, dinner
      Accommodation: Catamaran

      Sipan island
    • The final leg is a short, easy sail from Šipan to Dubrovnik (13 to 15 NM / 15 to 17.3 mi, under 2 hours), with breakfast served on board as we go. There’s no running or swimming scheduled today. We disembark by 9 am, ready to trade trail shoes for Dubrovnik’s marble streets and city walls.

      Meals: Breakfast

      Dubrovnik aerial
    • Included:

        • An experienced, local, English-speaking trail running guide with extensive knowledge of the area
        • A skipper
        • 8-day Croatia running tour with sailing
        • Accommodation for 7 nights aboard a catamaran (Split to Dubrovnik) or sailboat (Split to Split) (double occupancy)
        • Most meals: 7 breakfasts, 1 lunch & 1 dinner (Split to Split)
        • Water, soft drinks, and welcome drinks
        • Entry fees to national parks and museums
        • Land transfers, taxi boat, fuel, and mooring fees
        • Sheets and towels
        • SUP board and snorkeling equipment per person
        • Food supplements for running
        • Olive oil tasting on Brač
        • Wine tasting on Hvar or Korčula
        • Additionally included with the Split-Dubrovnik tour: All dinners

      Add-ons:

        • Airport-to-boat transfers — please leave a note at checkout if interested

      Not included:

        • Flights & airport transfers
        • Meals not listed in the itinerary
        • Alcoholic beverages
        • Anything not mentioned in the “Included” section above
        • Insurance — recommended, available to add at checkout
        • Guide & crew gratuities — 10% recommended
    • Both routes are beginner-friendly, though a base level of trail running fitness helps. Daily runs average around 6.2 miles (10 km), with up to 2,789 ft (850 m) of elevation gain on the longest day, mostly on rocky gravel roads and singletrack, taking 2 to 4 hours depending on the day.

      With two guides typically on hand, the group can split into faster and more relaxed paces, and anyone who’d rather skip a day can stay aboard, swim, or join another activity instead.

      Want to see what else is there in the area? Discover more adventure tours in Croatia here!

    • Clothing:

        • Moisture-wicking running clothes (2 to 3 sets)
        • Swimwear
        • Lightweight layers for evenings on deck
        • Light rain jacket
        • Bandana or buff
        • Casual clothes for evenings ashore
        • Flip-flops or sandals for the boat

      Gear:

        • Trail running shoes
        • Running vest
        • Soft flasks or a similar water container
        • Headlamp
        • Basic first aid kit and any personal medication
        • Dry bag for phones and electronics
        • Reusable water bottle

      Extras:

        • Sun protection (cap, sunscreen, sunglasses)
        • Toiletries (hand sanitizer, bug spray, etc.)
        • Power bank and charger
        • Light daypack for the boat

      Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

      Got everything you need? Grab your gear through Active Junky and earn cash back on top outdoor brands — plus a $10 bonus on your first $25+ purchase. Shop now at Active Junky!

    • Group sizes and pricing

        • For this Croatia running tour, the client-to-guide ratio is 8:3 on the Split-to-Dubrovnik route and 8:2 on the Split-to-Split route. 
        • It takes a minimum of 6 people for an open group departure to operate. The maximum group size is set at 8 participants.

      A Croatia running tour can be arranged for larger groups. Contact us to make arrangements.

      Min. age requirements

        • If you are older than 18, you’re good to go.
        • Minors older than 8 may be permitted to join the Croatia running tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.

      If your group has participants under the age of 18, contact us prior to booking to make arrangements.

    • The starting point of your Croatia running tour is Split. To get there, most people fly into Split Airport (SPU). From there, you can take a shuttle service, taxi, or rent a car to reach Split.

      You will meet your guide in Split on Day 1.

    • We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

      Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

Saved to bucket list
Removed from bucket list

Choose a currency

  • USD - $
    US Dollar
  • EUR - €
    Euro
  • AUD - AU$
    Australian Dollar
  • CAD - CA$
    Canadian Dollar
  • GBP - £
    British Pound Sterling
  • CHF - CHF
    Swiss Franc
  • JPY - ¥
    Japanese Yen
  • SGD - S$
    Singapore Dollar
  • HKD - HK$
    Hong Kong Dollar
  • DKK - Dkr
    Danish Krone
  • NOK - Nkr
    Norwegian Krone
  • NZD - NZ$
    New Zealand Dollar