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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Croatia by Land & Sea

Croatia by Land & Sea

$3495+ per person
2024 date September TBD
term-custom-icon Activity Level 3
term-custom-icon Sail, Cycle, Kayak, Paddle, Hike, Yoga
14 Attendees

Dubrovnik & the Islands

8 days / 7 nights – HIGHLIGHTS: Dubrovnik, Elaphiti islands, Mljet National Park, Peljesac Peninsula, Mount Srđ

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 Southernmost part of Croatia, the ancient roman walled city of Dubrovnik, and it’s surrounding islands, 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…..On this journey we will enjoy Kayaking, Paddleboarding, Yoga, Cycling, Sailing and Hiking combined with the best of Croatian Culture and History.


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
  • Meals as indicated

Not Included

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

Payment Options

  • CC: Deposit of $1000 due at time of reservation.
  • Check: Use 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 8, 2023
  • Depart on September 15, 2023 from Dubrovnik (DBV) anytime.
  • You could alternatively fly into Split (SPU) and provide your own transfer to Dubrovnik.
  • If you require assistance with booking airfare please contact us via email

Cancellation Policy

All reservations that are cancelled will incur a $1000 penalty (your non-refundable deposit).

Full payment due 90 days prior to retreat start date. 89-60 days, 50% refund minus the $1000 penalty, 59-0 days no refunds.
COVID cxl policy can be viewed here: https://www.supyoadventures.com/news/covid-19-message-to-our-customers/

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 to/from Dubrovnik Airport on the start and end date of the trip.
11 Reviews

Itinerary and pricing

Day 1, September 8
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 your group and enjoy an introduction to the week's itinerary by Land & Sea!
  • Airport Transfer: 30 min drive; Meals: Dinner; Accommodation: Hotel Uvala
Day 2, September 9
On this morning we will transfer by van to Komolac Harbour where the Catamaran will be ready for boarding at 10 AM. Grab anything you want to have on board before boarding (snacks, beer, wine, etc).  Once onboard, we set sail toward the island of Koločep where we will stop for a swim and time to paddleboard in the beautiful Adriatic Sea. In the afternoon we will sail past Lopud Island to anchor for the night in a beautiful bay on Šipan island.  Once on Šipan, we have the option for a Sunset SUP Yoga class. Afterwards, 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.
  • Transfer: 15-30 min drive, 4-hours sail; Meals: Breakfast; Accommodation: Catamaran
Day 3, September 10
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 most of what the national park has to offer, we will hop on our bikes and cycle around the lakes and stop for swimming along the way. You will have free time to have lunch on the island and in the late afternoon, we will sail towards the exquisite Pelješac Peninsula for the evening. We will dock or anchor in the stunning Žuljana Bay and spend the night here. Waking up here will NOT disappoint:)
  • Transfer: 4h sail; Meals: Breakfast; Accommodation: Catamaran
Day 4, September 11
Rise & Shine early for a SUP Yoga class in a quiet bay nearby where we will stretch and breath and get our body moving for the day.  Today we will explore the Pelješac Peninsula - one of the most famous winemaking, oyster farming and salt producing regions in Croatia! We will taste local wines made right here on this island, eat oysters straight from the sea to our plate (you have never had fresher oysters!) and the local feta cheese on this island is TO DIE FOR. Your pallet will be very pleased:) Afterwards we will sail towards the Village of Ston and have a light lunch on the boat and enjoy a wine tasting in a local winery. After our tasting we will grab our bikes and take an easy cycle around the village of Ston, exploring all it's lovely nooks and crannies. We will cycle through some impressive scenery, salt plains, and breathtaking views of the famous Ston Wall - it is quite a sight to see, maybe you will be inspired to walk part of it, too.
While in Ston, take time to explore this charming town on your own two feet before returning to the boat and sailing to Šipan Island. Transfer: 4h sail; Meals: B and L; Accommodation: Catamaran
  • Transfer: 4h sail; Meals: Breakfast and Lunch; Accommodation: Catamaran
Day 5, September 12
Rise & Shine for our last day on the boat as we sail through the Elaphiti islands! We will take in all of the beauty around us, stop for one last paddle around before heading back to the mainland and disembarking the boat in the afternoon.  Once back in Dubrovnik, and after we check into our hotel, we will  visit the famous walled city: Dubrovnik Old Town. Spend the afternoon as you wish, exploring this ancient city and enjoy dinner in one of Dubrovniks fine restaurants - there are hundreds of them to choose from! And make sure to catch the sunset tonight at Buza Bar, located on the other side of the wall and overlooking the Adriatic Sea. It gets busy here for sunset so arrive early to get a seat for the best sunset view in town!
  • Transfer: 2h sail / 15-30 min drive; Meals: Breakfast; Accommodation: Hotel Uvala
Day 6, September 13
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!. From the top you will enjoy magnificent views of the entire Old Town and the surrounding islands.  After our hike we will enjoy a picnic lunch and drive to Pasjača Beach to spend the rest of the day here. You will have free time to relax and enjoy the beach as you wish. In the evening we will transfer you back to your Hotel.
  • Transfer: 30 min drive, Meals: Breakfast, Lunch; Accommodation: Hotel Uvala
Day 7, September 14
Get ready for a Sea Kayaking tour which will take you all around the historic city walls all the way to Lokrum Island. On Lokrum you will have some free time to relax and enjoy the beach before we paddle back around the city walls, Get your camera's ready - this may be the only time you will view Dubrovnik from the sea and it is quite a sight to see! Once back at the hotel, we will have the option for a restorative yoga class. You may also choose to take some time to nap and relax before we meet again this evening for our Farewell Dinner where we will reflect on the week past and share our favorite memories over our last Croatian Supper together!
  • Transfers: 15 min, Meals: Breakfast, Dinner; Accommodation: Hotel Uvala
Day 8, September 15
Enjoy one last breakfast and say your goodbyes to your new friends and this unforgettable adventure.... Until next time! Transfer to the airport in private coach.  Safe Travels Home!!!
  • Breakfast, Airport Transfer:30 min drive
  • Package Options

    Twin Accommodations – (two people in a shared room with 2 twin beds) $3,695 per person
    Shared Accommodations – (two persons sharing one queen bed) $3,495 per person
    Single Accommodations – (one person in a single room with a single bed) $4,595 per person

  • Payment Options
    • CC: Deposit of $1000 due at time of reservation.
    • Check: Use code paybycheck at check out
    • If Mailing Check, mail to: SUP YO, PO BOX 273, N. Andover MA 01845

Tour Location

Dubrovnik Old Town



  • Louis F.

    What a fun week! This was my 5th time visiting Croatia with SUP YO and I still found amazing fun & adventure! Met some great people, ate some amazing food and experienced awesome adventures! Thanks for putting together such a fantastic trip! To say that I haven’t stopped smiling from such great memories would be an understatement!!!

  • Planning a trip can be very time consuming and stressful. Am I picking a good location? Am I picking all the good spots? How do I know who I can trust when I book tours? SUP YO Adventures takes all that worry away! Just looking at the trip itinerary it’s clear that a great adventure is ahead…and then once you’re on the trip, it’s 1,000,000% confirmed! They not only make sure the best trip is planned but are constantly managing the pieces during the trip, making sure everyone is happy and having a great time. The people these adventures attract are also amazing. You’re sure to leave a trip with new friends and future adventure buddies!

  • I had my first international trip with SUP YO Adventures to Croatia and it blew away my expectations. The whole trip was thoughtfully planned but also allowed for wiggle room to adjust to the group flow. The group itself was incredible with people from all over collaborating with a shared love for adventure and connection. I was able to detach from my regular life and fully immerse myself in the experience. I left with many new experiences, memories and met many new friends. Thank you to the SUP YO team for fostering experiences like this one and many others in my future.

  • As a ‘retreat regular’ (with SUP YO and other retreat companies), I can say with 1,000,000% certainty that SUP YO Adventures will give you an experience of a lifetime! They have a great mix of planned activities, off the beaten path adventures and free time, AND there always seems to be a great mix of people to create forever friendships with. Kudos to the SUP YO team for sharing/transferring their passion for exploring, adventuring and traveling with the rest of us. Looking forward to my next trip with them… <3

  • I recently returned from Croatia where I experienced my first adventure with SUP YO. As an avid and seasoned retreat goer, I can say without hesitation that SUP YO has my full endorsement. Their mission is “to connect like-minded people through outdoor adventure,” and they have succeeded in doing just that. The bonds and friendships formed during this trip are undeniable. SUP YO did a wonderful job of bringing people together from all parts of the world for a shared experience of personal growth and connection through adventure travel. This retreat was pure bliss; the perfect mix of adventure, cultural immersion, yoga, play, and relaxation. Nobody was pressured to participate in anything or made to feel guilty for not doing so, but also received appropriate encouragement from the group as a whole when warranted. The trip leader was caring and patient. He exhibited solid direction as well as understanding in dealing with the challenging dynamics of group travel, all the while navigating the journey with humor and positivity. What a star! The itinerary was thoughtful and well planned. Everything from the tour guides to the excursions, to the culinary experiences were first class. This adventure was truly one for the books, and I can’t wait to travel again with SUP YO!

  • 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

Single or Double Occupancy (Hotel Uvala Dubrovnik)

Modern rooms with comfortable double bed or twin beds, bathroom and a furnished balcony open to the picturesque beauty of Lapad Bay and the Elaphite Islands or the Park. Air conditioning and heating, free Wi-Fi, safe deposit box, mini bar, Smart TV with Netflix support, SAT TV, hairdryer, phone, shower or a bathtub, balcony, room service, breakfast daily.


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 or Shared Cabin Occupancy (Onboard)

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

Visit Gallery for more photos

Layout of Catamaran and Sailboat:

Breakfast at Hotel

During your stay at your Hotel, enjoy a breakfast buffet daily including eggs, local cold cuts, fruit, vegetables, yogurt, granola, fresh breads and coffee and juice. 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.


Meals at Sea:

Breakfast will be provided by us during your stay on the catamaran. You will be served buffet style breakfast with tea, coffee, juice and a variety of cereals, breads, jams, spreads, fruits,
cheeses and cold cuts. We can cater to special dietary requirements with prior notice. Group lunches on day 4 and 6 will be a light croatian lunch on the boat and a picnic lunch before going to the beach,  and group dinners on day 1 and 7 will be booked in restaurants which fit with the planned itinerary. For all meals not provided, your guide will be happy to provide you restaurant recommendations.


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