9 Canoes & Kayaks Wine Tours the Drive Pays For

1.Sunset Sea Kayaking and Wine Dubrovnik

★★★★★★★★★★5.0 · 949 reviews · 3 hours (approx.) · from $54Our pick

Paddle from Dubrovnik around the city walls and Lokrum Island, stopping for swimming, snorkeling, and optional cliff jumping at a cave beach. Guides such as Marco, Eddie, Nemo, and Joseph lead the outing, explain local history, and finish the trip with wine as the sun sets. Expect about 8 kilometers of kayaking.

“We had an amazing time—such a valuable, fun, and calming experience. Ed was our tour guide, and he did a fantastic job guiding us throughout. I felt completely safe and well taken care of. Highly recommend this tour—if you’re on the fence, go for it!”

Check availability →Read our full review

2.Sunset Kayaking & Snorkeling with water &wine

★★★★★★★★★★5.0 · 599 reviews · 3 hours (approx.) · from $48

Start at Pile Bay with Dubrovnik Walks and paddle along the Old Town walls toward Lokrum. Guides such as Mike, Dom, Roman, and Marin lead the route, stopping at Betina Cave for swimming and snorkeling before the sunset return. Kayak gear, water, a dry barrel, snack, and wine are included.

“Great tour with good time at stops to enjoy or recharge. Kids were ok on it and Mike was a great host and guide.”

Check availability →Read our full review

3.2 Hours Water to Wine Kayak Trip from Cottonwood

★★★★★★★★★★5.0 · 393 reviews · 1 to 2 hours (approx.) · from $181

You will paddle a calm, scenic stretch of the Verde River for about 90 minutes, with small rapids and quiet stretches, then walk through the vines to Alcantara Vineyards. Guides including Ben, Scotty, Matthew, and Emily provide safety advice before you set off, but the river portion is self-guided. The trip suits beginners with moderate fitness, though confident paddling helps.

“This self guided paddle through some short fast rapids was perfect. You can go fast or slow, up to you. We had a bonus sighting of a bald eagle❣️ Being from California, near wine country, the Alcantara wines were very surprisingly good. A great experience overall.”

Check availability →Read our full review

4.Guided Sunset Sea Kayaking Tour with Wine

★★★★★★★★★★4.9 · 333 reviews · 3 hours · from $47Best value

Set out from Pile Gate in a double kayak with an English-speaking guide such as Tom, Mickey, or Michael. Paddle about 7.5 kilometres past Dubrovnik’s walls, stop to swim and snorkel at Betina Cave, pass Lokrum, and finish with sunset views and a glass of local wine. No experience is needed, but you should be reasonably fit.

“Tom was a very nice and friendly guide. We had lots of fun and would recommend booking this tour!”

Check availability →Read our full review

5.Bits of History – Half day kayak Tour with Wine delight

★★★★★★★★★★5.0 · 178 reviews · 4 hours 30 minutes (approx.) · from $78

Paddle from Lumbarda to Gubavac, Vrnik, and Badija with guides Boris or Andrej. Expect about 9 to 10 kilometers of kayaking, short island walks, a Franciscan monastery, swimming stops, coffee, homemade Klašun cake, and family-made Grk wine. Small groups, pickup options, and a relaxed pace make this a strong choice for active visitors curious about Korcula’s culture.

“Everything about the experience was perfect! It would be suitable for anyone who wants to enjoy a great day on the water.”

Check availability →Read our full review

6.Lumbarda: Half-Day Kayaking and History with Wine delight

★★★★★★★★★★5.0 · 49 reviews · 5 hours · from $81

Start in Tatinja Bay with guides Boris or Andre, then paddle among Korčula’s small islands in a group of up to 10. Explore Vrnik’s quarries, walk to Badija’s 14th-century Franciscan monastery, spot wild deer, and finish with GRK wine and homemade Klašun pastries on a quiet beach.

“Absolutely amazing! Boris was super entertaining and knowledgeable, the cakes and drinks were delicious. Overall 5star experience which we highly recommend”

Check availability →Read our full review

7.Castel Gandolfo: Kayak Food and Wine Tour

★★★★★★★★★★4.7 · 49 reviews · 3 hours · from $77

Meet your guide at Rome’s Anagnina Metro station, learn the basics, and paddle Lake Albano past stilt houses, Domitian’s Roman port, Olympic structures, and a papal bathing platform. The 3-hour lake outing ends with Lazio wine, meats, and cheeses at Trattoria da Agnese. Single and double kayaks, safety gear, food, drinks, and hotel-free metro pickup are included.

“attività in contatto con la natura, guida molto preparata e disponibile. Attività che consiglio per tutte le età, molto divertente e un po’ faticoso!!”

Check availability →Read our full review

8.Margaret River: Guided Canoe & 4×4 Tour with Lunch & Wine

★★★★★★★★★★5.0 · 48 reviews · 5 hours · from $154

Spend five hours with local guide Sean Blocksidge combining a calm Margaret River canoe ride, honey tasting, coffee, a 4WD trip, a Cape to Cape walk, and lunch with wine at Fraser Gallop Estate. The group is limited to six, and the tour is for adults aged 18 and over.

“Sean was a fantastic guide who gave us all a spectacular day.”

Check availability →Read our full review

9.Lumbarda – Sunset Kayak Tour with a Picnic – Wine and Sweets

★★★★★★★★★★5.0 · 45 reviews · 3h 30m · from $81

From Tatinja Bay, guide Boris or Andrej leads a small group through Korčula’s clear coastal waters. After a 20-minute kayak lesson, you visit islands known for stone quarries and a 14th-century monastery, then watch sunset with Lumbarda’s rare GRK wine, homemade canapés, cheese, anchovies, and pastries.

“We enjoyed this amazing kayaking tour, made even better by Boris's knowledge of kayaking and the history of the Korčula islands. The home-brewed Grk wine, delicious finger snacks, and homemade dessert pastries were a delightful touch. Highly recommended!”

Check availability →Read our full review