26 Must-Do Moments on a Mediterranean Flotilla in 2026

Flotilla holidays offer the unique opportunity to discover under-the-radar destinations, socialise with new people, and experience the Mediterranean in all its glory, all while embracing the peace of being on the water. 

As favourite destinations, like Greece, continue to grow in popularity (data suggests spring and summer interest may be even stronger than in previous years), flotilla holidays introduce you to the hidden Mediterranean, a haven away from busy crowds and tourist hotspots.

With blue health escapes and soft adventure itineraries being named among the most popular travel trends of 2026, Katrina Lawson, Head of Brand and Acquisitions at Sunsail, has revealed her 26 must-do moments on a Mediterranean flotilla.

Katrina says: “We are seeing 2026 bookings shift toward intentional, low-impact, high-connection journeys. Offering unspoiled landscapes, historical and literary richness, crystalline waters and opportunities to discover remote islands, each of the activities on this list will shine a new light on exceptional sailing destinations such as Greece, Italy and Croatia, showcasing some of their best kept secrets that need to be seen to be believed.”

Ready to experience the Med like never before? Let’s get started!

26 Must-Do Mediterranean Flotilla Moments

1. Visiting the wild pigs of Atokos

Atokos is a small, uninhabited island between the Greek islands of Lefkada and Ithaca. It’s privately owned but open to visitors, making it a must-visit destination on any 2026 flotilla. A stunning place to visit, and ideal for relaxation, Atokos is characterised by untouched nature and limestone cliffs.

When you moor up on Atokos, be sure to head to the east of the island is One House Bay, where you will find wild pigs roaming around. It’s a unique place to explore and fantastic if you want to feel closer to nature.

If you want to set sail around uninhabited islands and come face-to-face with majestic wild pigs, take a look at our Lefkas flotilla itineraries.

2. Experiencing the magic of Bisevo’s Blue Grotto

If you’re setting sail around the Adriatic Sea, Vis is the perfect place to escape and enjoy some “island time” peace and quiet however you please. The island of Vis is less touristy and remains unspoiled due to its location, making it a prime spot for uncrowded relaxation, snorkelling, and cocktail-sipping.

Just 5km south-west of Vis, you’ll find the iconic Blue Grotto on the charming island of Biševo. The cave gets its name from the bright blue glowing effect, created when the sun’s rays enter through the water and reflect off the limestone floor of the cave. The sun lights up the water, and the glowing sea illuminates the cave walls in a brilliant blue, creating an ethereal glowing grotto. The effect is simply magical, like nothing you’ve ever seen before.

Want to experience the magic of the Blue Grotto for yourself? When you book an Agana yacht charter and follow our carefully-crafted Vis flotilla itinerary, you can use your free sailing day to witness the stunning blue glow of the grotto.

3. Soaking in the natural thermal springs on Vulcano

The island of Vulcano has everything, from a spectacular black sand beach to the iconic Fossa di Vulcano. This fascinating, smoldering crater is crystal-encrusted and features epic views once you’ve reached the peak.

However, one of the most underrated activities that you must add to your flotilla itinerary is a visit to the Faraglione della Fabbrica, a unique phenomenon formed from the effects of the island’s intense volcanic activity. Soak in natural thermal springs and grottos filled with mud that are said to have therapeutic qualities.

Explore our Sicily flotilla itineraries to start planning your volcanic adventure with Sunsail.

4. Discovering the hidden restaurant at Tatinja Bay

Looking for unique places to spend your evenings as you sail around Croatia? Hidden amongst steep cliffs of southern Šolta, the entrance to Tatinja bay is marked by a lone rock in the middle of the bay. To the right-hand side inlet are a couple of mooring buoys, belonging to a well-hidden restaurant, serving only self-grown and self-caught food from an open fire, in a relaxed and family atmosphere.

According to one Tripadvisor review: “Absolutely beautiful restaurant and place, with wonderful food and friendly, super helpful staff. An idyllic setting next to the water, an absolute must for anyone on a sailing holiday in Croatia.”

5. Snorkelling in the majestic caves on Razzoli Island

Characterised by authentic, sculptural granite cliffs, unspoiled vegetation, and marine fauna, Razzoli Island is a must-stop destination on any Italian flotilla holiday. After admiring the wonders on shore, discover Cala Cappello, Cala Noce, and Cala Lunga. These hidden coves are only accessible by sea and are perfect for snorkellers.

Described as a “natural swimming pool protected by a cove about 500 meters deep” by one Tripadvisor review, Cala Lunga is a particular highlight. According to the review, the cove has “crystal clear water with spectacular colours, and is protected from the wind with a clean beach.”

With exceptional natural beauty, stunning sailing conditions and beautiful temperatures, Sardinia is an idyllic destination for a flotilla holiday. Build a quote and start planning your Sardinia flotilla itinerary today.

6. Watching puppet shows & theatrical performances in Palairos

No Mediterranean flotilla is complete without immersing yourself in traditional local cultures. For a taste of authentic Greek culture, head towards the mainland town of Palairos. Palairos is a great spot to catch the local flavour of the Ionian Isles, offering summertime puppet shows, theatrical performances and traditional Greek dancing in the town square.

As the day draws to a close, dine on freshly caught octopus, bream and bass with your flotilla companions at one of the many waterfront tavernas.

7. Unwinding at serene Okuklje Bay

Sail across the magnificent waters of the Adriatic to the island of Mljet. You’ll pass through a small gulf between the tree-topped islets of Otok Olipa and Otok Jakljan before entering the sheltered bay of Okuklje.

The serene waters of Okuklje Bay are perfect for swimming and snorkelling in the spring and summer. Learn more about when to sail around Croatia. This peaceful location offers a great spot to unwind and appreciate the natural beauty of Mljet Island. For an even more off-the-beaten-track experience, stop off for lunch on nearby Jakljan Island, an uninhabited island with a deep bay that’s perfect for a midday dip.

8. Tucking into incredible Italian cuisine in Amalfi

Few places in the world have as storied and rich a food history as the Amalfi Coast, making this a must-add stop to your flotilla itinerary if you’re a foodie. There are dozens of ingredients and dishes worth tasting along the Amalfi Coast, including Delizia al Limone, a world-famous dessert invented by pastry-chef Carmine Marzuillo in 1978, and a simple Neapolitan pizza made with local tomatoes and mozzarella.

After your delicious meal, enjoy a charming walk around the town of Amalfi, where white, pink and yellow cottages are surrounded by whitewashed courtyards and winding alleys that create a picturesque backdrop.

The Amalfi Coast is a paradise for sailors, offering gorgeous food, incredible food and stunning waters. Build a quote and start choosing your must-add activities for your Procida flotilla itinerary.

9. Exploring the dramatic interiors of Papanikolis Cave

Meganisi is a small island near Lefkas with hidden coves and sea caves, great for sailing, seafood and snorkelling. It is one of the few ionian islands that remain untouched by mass tourism which is why it’s a must-visit on any 2026 flotilla holiday. It has a laid-back, authentic Greek vibe with fishing villages, traditional family run tavernas and underground caves to explore.

The most famous cave is Papanikolis cave, once used as a hideout by submarines during WWII. It’s only accessible by boat so not everyone can reach it which makes it all the more special if you can, and has dramatic interiors lit by sunlight bouncing off the water.

10. Swimming & sunbathing on Zlatni Rat Beach

With its stunning natural beauty, unique shape and vibrant blue waters, Zlatni Rat Beach on Brač island in Croatia is postcard-perfect. Also known as Golden Horn Beach, the beach is full of beautiful white pebbles, and is perfectly located in the charming harbour town of Bol. Zlatni Rat is also one of the most popular beaches in Croatia for kitesurfing for anyone who wants to unleash their inner adventurer during flotilla.

According to one Tripadvisor review: “The beach stretches out into the Adriatic in a unique, ever-changing shape, extending like a natural pier into the turquoise waters. The pebbles are smooth underfoot, and the crystal-clear sea invites you in for a refreshing swim. The clarity of the water makes it perfect for both casual swimming and snorkeling, offering a serene experience surrounded by stunning mountain and sea views.

“Whether you’re relaxing on the shore or diving into the shimmering waves, Zlatni Rat is an unforgettable destination that perfectly blends beauty and tranquility.”

11. Bringing literature to life in Ithaca

Step into the pages of Homer’s Odyssey as you sail to Ithaca, world renowned as the home of Odysseus. Ithaca symbolises the return to the haven, the discovery and the fulfillment. It is peaceful, quiet and undiscovered, making it an idyllic stop on your flotilla holiday.

Everywhere you turn in Ithaca, you’ll be met with history, culture, exceptional natural beauty and pure magic. Aside from embracing the literary wonder of Itahaca, a must-do activity is to let your tastebuds dance as you taste Ithaca’s local delicacy, Onion Pie, in Kioni.

12. Hiking the Monte Budello Path

After spending the morning relaxing on pink-hued Spiaggia Rosa, one of the best beaches in Italy, spend the afternoon hiking. A viewpoint not to be missed in Budelli is the Monte Budello path, the highest point on the island (88 meters).

To reach the mountain, take the path that starts from the caretaker’s house and climb up until you reach the top. Once you get to the top you will have a breathtaking view of La Maddalena and the Straight di Bonifaccio.

13. Wandering the City Walls of Dubrovnik

You can’t visit Dubrovnik on a flotilla without mooring up and wandering through its intricately spectacular system of forts, bastions, and iconic stone towers. With fortification dating back to as early as the Middle Ages, the Dubrovnik City Walls stand as a testament to Dubrovnik’s nickname, “the unconquerable city”, as the walls have never been breached.

Today, the walls play a very different role, acting as a cultural backdrop to outdoor performances like the annual re-enactment of Shakespeare’s Hamlet while also making it the perfect spot for locals and tourists to grab an ice cream and soak up the magnificent 360° views. The Dubrovnik walls offer a unique birds-eye view into the everyday lives of Croatians!

We offer two unique flotilla routes around Dubrovnik and nearby islands, including Mljet and Šipan. If you want to experience authentic Croatian culture and enjoy a trip to remember, build a quote and add a visit to the City Walls to your Dubrovnik flotilla itinerary.

14. Enjoying panoramic views of Kastos at the Windmill Bar

Home to less than 100 permanent residents, Kastos feels like a floating village. With only one small harbour, a cluster of stone houses and a few tavernas, time seems to slow down here. For a dining experience like no other, visit the Windmill Bar, just above the port of Kastos. Offering panoramic views of the sea and surrounding islands, there’s no better place in Greece to relax, unwind and switch off from the world.

According to one Tripadvisor review: “From the moment we walked in, everything about this restaurant was impressive. […] The food? Simply outstanding. […] The [Moussaka] was a highlight, an absolute must-try! […] Overall, this was a truly memorable dining experience. Whether you’re celebrating something special or just want an unforgettable meal, this restaurant is a must-visit.”

15. Relaxing on the iconic Pink Beach in Sardinia

Spiaggia Rosa is a phenomenal pink-toned beach, located on the remote Isola Budelli (close to the Maddalena archipelago in Northern Sardinia). It is truly a haven for beach lovers, with opalescent water lulling onto the shore, and terracotta rocks and low-lying shrubbery surrounding it.

If you’re looking for a secluded beach getaway during your flotilla, this is the perfect place to moor your yacht. Due to Spiaggia Rosa being difficult to access from the land, the beach is quiet, tranquil and utterly serene. The perfect hideaway for relaxing, swimming or reading a book.

16. Tasting local produce on Šipan Island

The Mediterranean is renowned for its mouthwatering cuisine, from Italian pizzas to Greek souvlaki. Croatian cuisine is also exceptional, with a diverse blend of Mediterranean, Central European, and Ottoman influences. From delicious seafood dishes to hearty stew-based meals, your Croatian flotilla will be full of flavour.

If you want to experience the wonder of Croatia’s local produce, Šipan is an Eden-like island where olives, figs, grapes, almonds and citrus fruits spring up from the productive soil. You can’t end your Croatian flotilla without trying some of the island’s excellent local produce before you leave.

17. Slowing your pace down or dialling up the adventure in Agia Effemia

A gorgeous fishing village on the east coast of Kefalonia, Agia Effemia offers the best of both worlds. If you want a slower pace of life on your flotilla, you can spend your day watching beautiful boats entering and leaving the marina while you enjoy local delicacies from waterside cafes and bars.

Want a more adventurous flotilla? There’s still plenty to be explored here as there are two sets of caves, the Drogarti inland and the Melisani caves, which you can be taken in by a boatman. Many describe this as entering Hades itself. The water is dark and inky with turquoise patches where the sun hits, and the caves are linked to the Melisani Lake further inland by underwater passages.

18. Scuba diving for hours in Ventotene Marine Reserve

Ventotene is one of the greatest scuba diving spots in Italy, and home to a great diving academy. Explore the wrecks, treasures and marine life of the Ventotene Marine Reserve. From Punta Pascone’s volcanic black sand seabed, to the mesmerising underwater tunnel of Secca dell’Archetto, Mediterranean scuba diving doesn’t get better than this.

Lying directly above Port Romano, the epicentre of Ventotene town is a textbook example of authentic Italian seaside village charm. Scuba dive in the gorgeous, turquoise waters before immersing yourself in local Italian culture. What a perfect way to discover Italy’s treasures.

19. Exploring the beaches of Lopud

Approximately 1 hour away from Dubrovnik by boat, the car-free island of Lopud is blessed by exotic gardens and dotted with ruined fortresses. Noted for its handful of blissfully white sandy beaches, Lopud is said to be one of the most eye-catching settlements of all the Elaphiti Islands.

No trip to Lopud is complete without heading to one of the best beaches near Dubrovnik, Šunj Beach. Located on the south side of the island, Šunj’s warm, crystalline, shallow waters make it a perfect way for families and couples to spend an afternoon winding down surrounded by lush forests that give it a more secluded feel.

20. Switching off from the world in Vlycho Bay

A favourite among sailors, Vlycho offers a peaceful retreat from the busier tourist spots, with traditional Greek charm and scenic views of the surrounding islands. It’s an excellent location to unwind after a week of summer sailing, providing easy access to Lefkas Town and nearby attractions. Find out more about when to sail around Greece.

Make this one of the last stops on your flotilla so you can relax, switch off and reminisce on the memories you’ve created on your Mediterranean flotilla. Want one final activity before heading home? The area around Vlycho offers scenic hiking trails where you can explore the island’s natural beauty, including olive groves, pine forests, and views of neighboring islands.

21. Hiking around stunning Filicudi in Sicily

Visiting the wildest and most beautiful Aeolian Island, Filicudi, is a must on any flotilla holiday around Sicily. Characterised by its stunning blue grottos and a network of hiking trails, this is the perfect stop for active holidaymakers looking for an adventure.

Hiking trails allow visitors to explore the island’s scenic interior and lead to the abandoned village of Zucco Grande and to Fossa Felci, a mountain in the center of the island. After a morning of hiking, keep the energy up by visiting the La Canna rock formation, a natural basalt finger rising from the sea, which is home to the rare Eleonora’s falcon. An excellent place to snorkel, you can drop anchor in the bay of Punta La Zotta before heading to the rock.

22. Splashing around at Antisamos Beach

If you’re setting sail as a family on your flotilla adventure, one of Kefalonia’s highlights is Antisamos Beach, where you can soak up the sun, snorkel, swim and switch off. This white pebble beach has been awarded a Blue Flag for its high environmental, safety, and water quality standards and is perfect for kids who don’t love the feel of sand between their toes.

This beach has excellent facilities, including sunbeds and watersports rentals, making it a convenient spot for families. According to one Tripadvisor review: “Heaven on earth – there are no other words that can describe this fabulous beach. […] There are beach amenities available e.g. food, loungers, changing rooms etc. […] Fish swim in the crystal-clear turquoise waters and the bay is just magnificent”.

This is a perfect option for your free sailing day, where you can rest, relax and have fun with the family.

23. Stargazing on Lastovo Island

Lastovo Island is one of Croatia’s best kept secrets, and is known as the ‘island of crystal stars’, so stargazing is a must-do activity. The whole archipelago is under protection as a nature park, and the water is seethrough-clean. Spend the whole night under the stars, before starting your morning with a refreshing swim in the crystalline waters.

Just 15-20 nautical miles away from Lumbarda, you can set sail to this magical island on your free sailing day, and uncover its treasures.

24. Discovering the natural beauty of Palmarola

Serving primarily as a nature reserve, Palmarola’s coast is dotted with incredible cliffs and grottos, some of which are considered among the best places to snorkel and dive in Italy. The clarity and vibrant emerald-green colour of the water is otherworldly.

Sites you absolutely must visit include The Rifles, rugged sea stacks and a magical collapsed arch, and Cava Mazzarella, a breathtaking natural cave. This is undoubtedly one of the best places to sail in Italy if you’re looking for an adventurous Mediterranean flotilla in 2026.

25. Dancing at the International Folklore Festival in Lefkas

Taking place every August, the International Folklore Festival is one of the best ways to experience the local energy if you’re setting sail in late summer. A full week of music, dance, and cultural performances from all over the world, what more could you ask for? Speak to locals, socialise with other holidaymakers, join in with traditional dancing and enjoy some Greece’s finest cuisine.

Lefkas is a great location to embark on a fun-filled flotilla from, as there are many small islands within a short distance that you can visit without having to travel for long hours, which makes it ideal for families. A particularly wonderful spot hidden from the sea is Sivota. This small village and harbour are surrounded by olive tree-covered slopes and a few scattered villas, and is a literal hidden gem! Learn more about the best places to sail around Greece.

26. Embracing nature in Bonifacio

Known for its ecological preservation efforts of wild birds and other incredible flora and fauna, Bonifacio offers visitors timeless charm with delightful cafes, ancient houses, and sheer rock faces.

For more natural beauty, head to Plage du Petit Sperone. Treasured for its shallow turquoise waters and lagoon, this small beach gives you easy access to a flat walk to Piantarella, where you can explore the ancient remains of a Roman villa. This splendid coastal destination is also Corsica’s kitesurfing hot-spot.

Expert Guide to Flotilla Holidays

Dreaming of experiencing some of the Mediterranean’s most under-the-radar moments, and want to learn more about what to expect on a flotilla? Travel expert and Sunsail’s Lefkas Base Manager, Claire Shields, lifts the lid on flotilla sailing, from how many other yachts you’ll be joined by, to the qualifications you need:

Escape to the Mediterranean in 2026 with Sunsail

Whether you are already planning a fun-filled flotilla holiday to one of our six Med flotilla bases around Greece, Croatia, Italy, or are still looking for inspiration on where to book, we hope this list of the 26 must-do flotilla moments helps you find somewhere you can all relax, explore, and create memories for life.

We can’t wait to welcome you aboard one of our world-class catamarans or monohulls soon.

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