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SUP YO was founded by Jana Olenio, yoga instructor, travel agent and NH native, and was created from pure passion for nature and outdoor adventure. SUP YO was originally formed in 2011 as a paddleboard yoga company that over time evolved into many other outdoor adventure offerings from day hikes to weeklong worldwide adventure trips.

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Southern Croatia by Land & Sea

Southern Croatia by Land & Sea

$2,550 per person
September 11-18, 2021
term-custom-icon Activity Level 3
term-custom-icon Sail, Cycle, Paddle, Yoga
14 Attendees

The perfect mix of culture, history and active adventure

Visiting Croatia is a life changing experience. Blessed with breathtaking scenery and incredible history, delicious traditional foods and wines, sprawling vineyards, wild beaches, dramatic mountain ranges and thousand-plus islands, this is a country so divine that it has been named one of the best travel destinations in the world!

On this trip we will experience the best of land & sea. We will explore the Southern most point of Croatia, the ancient roman city of Dubrovnik and its surrounding areas, as well as nearby country, Montenegro, and its quaint villages and beautiful beaches. While at sea, we will explore some of Croatia’s most beautiful islands as we island hop, sailing by Catamaran, through the Adriatic Sea. We begin our journey in the ancient walled city of Dubrovnik…..

Package Includes

  • 8 Days/7 nights in shared or single accommodations
  • 8 Breakfasts, 6 Lunches, 3 Dinners
  • Yacht Skipper & English speaking Guide(s)
  • 7 Daily Excursions
  • Entrance Fees, local tax & fees
  • Private Transfers throughout stay
  • Airport Transfers

Not Included

  • Airfare
  • Meals not mentioned above
  • Additional tours, excursions or other not included in the above itinerary

Payment Options

  • CC: Pay in full at check out
  • Check: Use promo code paybycheck at check out
  • Venmo: Use promo code paybycheck at check out
  • If Mailing Check, mail to: SUP YO, PO BOX 273, N. Andover MA 01845

Arrival & Departure

  • Please plan to arrive Dubrovnik (DBV) before 3PM on September 11, 2021
  • Depart on September 18, 2021 from Dubrovnik (DBV) anytime.
  • If you require assistance with booking airfare please contact us via email

Cancellation Policy

All reservations that are cancelled will a incur a $500 penalty (your non-refundable deposit). Final payment due July 17, 2020. No refunds for cancellations made after July 17, 2020.
COVID cxl policy can be viewed here:

Travel Insurance

Cancel for any reason trip insurance is available and recommended. Email us to request a quote.

Ground Transfers

  • Private Group Transfers are included and will be provided for you.
  • Transfers include airport transfers on the start and end date of the trip.
  • All transfers to/from Montenegro are included.
6 Reviews

Itinerary and pricing

Day 1, September 11
Upon your arrival to Croatia, we will transfer you to your hotel in Dubrovnik. After you get settled in and relaxed, get ready for a welcome dinner with your guides and an introduction to the weeks itinerary.
  • Airport Transfer: 30 min drive; Meals: Dinner; Accommodation: Hotel Lapad
Day 2, September 12
We will avoid the heat of the day by getting up early to take a hike up Srđ mountain - a relatively easy hike with a rewarding bird’s eye view of Dubrovnik! We will take time to absorb the view and take pictures before we descend the mountain for a short transfer to Komolac harbour where the catamaran will be ready for boarding at 2pm. We will sail out towards Šipan island and the skipper will choose a good place to stop for a swim somewhere along the way. Once on Šipan, enjoy a walk in the village and have dinner in one of Šipan’s exquisite restaurants which the guide or skipper will be happy to recommend and reserve for you.
  • Transfer: 30 min drive / 2h sail; Meals: Lunch; Accommodation: catamaran
Day 3, September 13
Today we sail out towards Mljet island and National Park which consists of two turquoise saltwater lakes surrounded by a lush, green forest. To see the most of what the national park has to offer, we will cycle around the lakes and stop for swimming along the way. We have lunch on the island and in the late afternoon, we sail towards the Pelješac Peninsula. We dock or anchor in Žuljana bay – just in time for our traditional Croatian dinner! Choose from a SUP Yoga class or a Sunset Paddle while dinner is being prepared for us on the boat.
  • Transfer: 4h sail; Meals: Breakfast, Lunch and Dinner; Accommodation: catamaran
Day 4, September 14
Rise & Shine early for a SUP Yoga class in a beautiful and picturesque bay nearby and get ready for a day of exploring the Pelješac Peninsula - one of the most famous winemaking, oyster farming and salt producing regions in Croatia. We sail towards Ston – an old town surrounded by the world famous Ston wall. We disembark just short of Ston to pick up our bikes and take an easy 3km cycle to Ston. We pass through some impressive scenery, salt plains, and a breathtaking view of the famous wall. Once in Ston, take time to explore this charming town before returning to the boat and sailing to Šipan once again.
  • Transfer: 2h sail; Meals: Breakfast and Lunch; Accommodation: catamaran
Day 5, September 15
On our last day on the boat we will be sailing the Elaphiti islands and stopping on the amazing white beach of Lopud island for a rise & shine SUP Yoga class. Following class, we will get dropped off on one end of Kolocep island and make our way to the other side through tiny picturesque alleys - characteristic of Croatian island villages. Once on the other side, we will stop for lunch in one of the best and most authentic fish restaurants in the area. After lunch, our boat will pick us up right in front of the restaurant to take us to our final hidden gem on this boat trip to the blue cave of Kolocep! Disembark back in Komolac at 4pm and get transferred to your Dubrovnik hotel and enjoy dinner on your own this evening.
  • Breakfast, 2-Hour Sail, SUP Yoga, 15 min transfer, Lunch, Accommodation: Hotel Lapad
Day 6, September 16
Today is a day for exploring nearby Montenegro and two of its famous, but very different cities. Be ready for a long and incredibly scenic drive as we drive along the mountainous coast overlooking the bay of Kotor. Explore the old town of Kotor and have lunch before going for a shorter drive towards Budva. Enjoy the change of scenery in this bustling modern city and enjoy some beach time with a swim and/or SUP Yoga class before heading back to Dubrovnik.
  • Transfer: 6h drive, Meals: Lunch; Accommodation: Hotel Lapad
Day 7, September 17
Get ready for a day all about Dubrovnik – taking it in by sea and by land. First we will take a sea kayaking tour which will take you all around the historic city walls, followed by a guided tour of the old town itself. After lunch, get refreshed back at the hotel and get ready for our farewell dinner – a dinner to reflect on all of the adventures of the past week.
  • Transfer: 30 min drive; Meals: Lunch and Dinner, Accommodation: Hotel Lapad
Day 8, September 18
Enjoy one last breakfast and say your goodbyes to your new friends and this unforgettable country.... Until next time! Transfer to the airport in private coach.
  • Breakfast, Airport Transfer:30 min drive
  • Package Options

    Twin Accommodations – (shared hotel room and twin onboard) $2,818
    Shared Accommodations – (shared hotel bed/onboard bed) $2,550
    Single Accommodations – (single room and bed throughout stay) $3,279

  • Payment Options

    Pay in full above using your credit card.
    To pay by check or Venmo:
    Register above using promo code: paybycheck at check out.
    Mail check: SUP YO, PO Box 273, N. Andover MA 01845
    or VENMO @supyo_boston

Tour Location


  • This (Sailing the Adriatic Adventure Retreat) was my first adventure retreat ever and it won’t be my last! This was by far the best thing I’ve ever done in my life. This was definitely out of my comfort zone with traveling out of the country for the 1st time and with strangers but I’m so glad I did this. I came back with a new view on life & I met some really great people who I now consider my friends. My heart is so full from this adventure! Thank you Jana & Mark for this amazing experience.

  • I truly love the adventurous spirit that Jana brings to every event. She stays positive even when unplanned or unpleasant things pop up. I have done her SUP yoga, hikes, weekend retreats and am off to Croatia with SUP Yo in Sept. Cannot wait!!!

  • Everything about this retreat was perfection!! Sure, its easy because Croatia is an AMAZING country but Jana organized the retreat so well, allowing retreaters who love adventure to get in tons of awesome activities in one week! I am 100% planning on going back to this amazing country and would even do every single one of the activities again!! SO FUN!!

  • This (Adventures of Croatia Retreat) was one of my favorite retreats, having been on several other retreats, well organized and all of the excursions were amazing, complete with great transfers to each one great guides and great locations!! This was overall a very memorable trip filled with lots of activities, great country, amazing food and a fabulous leader, Jana!!! Thanks for all your planning and time you put into making this adventure so awesome!!!!!

  • This was a a week of overcoming some limitations of things I didn’t think I could do I pushed and accomplished all that I attempted. Making this a epic week filled with amazing people and adventures.

  • Best vacation ever! I’m so glad I did this! Everyone should experience a vacation like this at least one in their lifetime! #beherenow



Choose from Shared or Single room accommodations throughout your stay in Dubrovnik and Onboard

Standard Single Occupancy (Dubrovnik)

Includes a private room with one double bed. Sea view rooms offer a lovely panorama view over the harbor and the bay of Gruz. Rooms have one double bed are equipped with a private bathroom with hairdryer and tub, tea and coffee making facilities, mini bar on request, safety deposit box, A/C, WIFI, phone, LCD TV. Includes buffet breakfast daily.

Standard Double Occupancy (Dubrovnik)

Includes a shared room with two twin beds. Sea view rooms offer a lovely panorama view over the harbor and the bay of Gruz. Rooms have two twin beds and are equipped with a private bathroom with hairdryer and tub, tea and coffee making facilities, mini bar on request, safety deposit box, A/C, WIFI, phone, LCD TV. Includes buffet breakfast daily.


During your stay at Hotel Lapad, enjoy a breakfast buffet daily including eggs, local cold cuts, fruit, vegetables, yogurt, granola, fresh breads and coffee and juice. Breakfast is from 06:30 till 10:00. Onboard the Catamaran, breakfast is prepared every morning by our guide and is served on the deck family style. Breakfast will be served in a rich buffet form with several types of cereal, butter, honey, jam, ham, cheese, eggs, yogurt, fruit, juice, coffee, tea, and milk.

Single Cabin Occupancy (Onboard)

Includes a private single room with one bed and en-suite bathroom. This option is perfect for solo travelers that wish to have their own private room, bed and bath.

Standard Twin Cabin Occupancy (Onboard)

Includes a shared room with two beds and en-suite bathroom. This option is perfect for solo travelers or friends traveling together that wish to share one room with two beds.

Double Shared Cabin Occupancy (Onboard)

Includes a shared room with shared bed and en-suite bathroom. This option is perfect for couples or friends that wish to share a bed.

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