Top Crete Sailing - page 3

Chania Private Sailing Cruise with Meal and Water Activities

(2)

from $1,171

Much less developed than the northern coast, Crete's south coast offers turquoise coves, pristine beaches, and crystal clear waters. Discover them on a private sailing yacht just for your group on this full-day adventure from Sfakia with lunch, snacks, water, and soft drinks. You'll visit Sweet Water (Glyka Nera) Beach, Marmara Beach, which has caves for snorkeling, and Loutro village—when conditions allow, you can try your hand at sailing too.

Sailing trip to the Top Coasts of Crete, Daily/Multi-day

from $1,171

Our crew will meet you at Agia Galini port and welcome you on board, where you will be given a briefing about safety and boat handling. We set our sails and we are off to our destination. Southern Crete is a natural beauty which begs to be explored, while the region's turbulent history has left behind some of the most beautiful remains. Come with us on a day trip with no planned destinations and let us explore together the hidden gems of this magnificent part of Crete! Places of interest: Agios Georgios, Agios Pavlos, Triopetra, Preveli, Komos Beach, Matala, Kokkini Ammos (Red Beach), Vathi Beach, Akra Lithino, Martsalo, Agiofarago, Kaloi Limenes. **Please note that the itinerary might change due to the weather condition and the duration of the trip!

South Crete: Small group Full Day/ Sunset Sailing & Lunch

5 to 7 hoursFree Cancellation

Begin your journey with a convenient pickup from your hotel or directly from the charming Old Venetian Harbor of Heraklion. Enjoy the view of the ancient fortress before boarding your sailboat. The trip to Dia Island takes about an hour. Look out for dolphins and hear fascinating stories about the island’s myth and history. Upon arrival, explore the crystal-clear waters by snorkeling, fishing, paddleboarding, or hiking. Afterward, savor a delicious Mediterranean meal with fresh salads, appetizers, seafood pasta, wine, beer, or soft drinks. Enjoy some swimming and traditional raki before returning to Heraklion, admiring the stunning sunset on the afternoon tour.

(44)

from $106

Sailing Cruise to Dia Island with Drinks and Meal

Sailing Cruise to Dia Island with Drinks and Meal

6 hoursFree Cancellation

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation in Kissamos port Description of the cruise: As soon as you embark, we will start our trip to the beautiful Balos beach for our first stop, anchoring, for swimming and relaxation. You will have enough time to swim and explore the seabed if you wish as we will provide you the necessary snorkeling equipment. Then we will sail across, to Gramvousa island, for the next stop. In this second stop you will have the opportunity to visit the old pirate fortress on the top of the hill. Included: Snacks, fruits drinks and lunch will be offered during the cruise to complete a beautiful day on the sea.

(1)

from $106

Likely to Sell Out

Balos Catamaran Private Sailing Cruise with Lunch

Balos Catamaran Private Sailing Cruise with Lunch

(6)

from $2,366

5,5 hours Private Sailing Trips from Heraklion to Island of Dia

5 hours 30 minutesFree Cancellation

(5)

from $591

Private Sailing Cruise from Heraklion to Dia Island

6 hoursFree Cancellation

(24)

from $733

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, or dance under the open sky, you’ll always find your perfect spot. Pleasant music accompanies you throughout the day, creating a joyful atmosphere as you enjoy the journey. Between laughter and melodies, you’ll savor a selection of Cretan snacks, a light brunch, and a delicious lunch — all included. Coffee, tea, water, soft drinks, as well as local Greek white wine and beer, are available throughout the cruise. For those who love a bit of adventure, the sea becomes your playground. Enjoy stand-up paddleboarding, snorkeling, or just relax on one of our inflatable noodles. And don’t forget — our pink flamingo float is always ready for your next perfect photo. We’ve already sailed over 3,653 miles, organized 242 cruises, and welcomed 3,630 happy travelers aboard our yacht. Trust our expertise and embark on this unforgettable journey with us!

Premium Catamaran Cruise to Marathi Bay with Lunch from Chania

Premium Catamaran Cruise to Marathi Bay with Lunch from Chania

6 hours 30 minutesFree Cancellation

Set sail on a semi-private catamaran cruise from Heraklion to Dia Island for a day of sea, sun, and swimming. Your journey begins with a warm welcome featuring coffee and local pastries. Enjoy stunning coastal views, refreshing sea breezes, and unlimited drinks as we sail. Upon reaching Dia Island, anchor in a secluded bay to swim in crystal-clear waters before indulging in a freshly prepared Mediterranean lunch onboard.

Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

6 hours 30 minutesFree Cancellation

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And for those who love sunsets, it all concludes with a stunning, radiant display as the sun dips below the horizon. Our luxury catamaran is stylish, refined, and built with your comfort in mind. Whether you prefer stretching out on a sunbed or unwinding in a shaded area, there’s always an ideal place for you to relax and savor every moment. You’ll savor a selection of delicious Cretan bites and appetizers, a variety of sushi rolls, and a welcome glass of Prosecco — all included. Throughout the entire cruise, you can enjoy espresso, tea, water, soft drinks, as well as local Greek white wine and beer, available whenever you like. You can try stand-up paddleboarding, explore underwater life while snorkeling, or simply drift on an inflatable noodle. And of course, our iconic pink flamingo float is always there for your next unforgettable photo moment.

Chania Sunset Catamaran Cruise from Souda Port

3 hours 30 minutesFree Cancellation

Agios Nikolaos: Semi-private Sailing trip. Lunch and Water Toys

Enjoy the unique coast line of Sfakia in the Southern Chania region. Take the opportunity to explore four of the higgen Gems Agios Pavlos, Marmara beach,Loutro Village and Sweet Water Beach - Marmara Beach Dive into adventure at Marmara Beach, renowned for its incredible caves waiting to be explored. Swim through these natural wonders and enjoy the serene beauty of the turquoise waters. Loutro Bay the hidden paradise, where a fishing village its well protected in a bay. - Loutro Bay Uncover the tranquility of Loutro Bay, a hidden paradise characterized by its charming fishing village nestled within a protective bay. Relax and soak in the picturesque views, with the gentle sound of waves lapping against the shore. - Sweet Water Beach Refresh your soul with a swim at Sweet Water Beach, where unique freshwater springs meet the sparkling sea. Feel the invigorating sensation of fresh water as you swim close to the coast, making this an ideal spot for relaxation.

4.9

(10)

from $166

Semi Private trips Catamaran Bali from Sfakia

Semi Private trips Catamaran Bali from Sfakia

4 hours 30 minutesFree Cancellation

(4)

from $144

Step aboard our luxury catamaran and leave the ordinary behind. Start your day with espresso, tea, detox water, and a light brunch crafted by a nutritionist. Relax on deck as we sail through Mirabello Bay past the mythical Cave of Barbarossa to the historic Spinalonga Island. Enjoy Mediterranean-inspired light snacks and unlimited drinks served by our attentive crew. Dive into adventure with the inflatable slide, sea scooter, SUP, or explore underwater with mask and fins. Capture memories on our pink flamingo float. Back on board, savor a fresh Cretan lunch made from local, organic ingredients, with seasonal dessert. After lunch, unwind on deck or continue water activities as we sail back to port. Return refreshed, inspired, and full of unforgettable memories. Book now for a perfect day of adventure, relaxation, and healthy, gourmet dining.

Ag. Nikolaos Catamaran to Spinalonga - Gourmet Meal & Water Toys

Ag. Nikolaos Catamaran to Spinalonga - Gourmet Meal & Water Toys

Heraklion: Full Day Sailing Experience-Dia Marine Area with Lunch

Boat Trip in Crete with Guided Snorkeling and Free Pick up!

4.9

(76)

from $116

4 hoursFree Cancellation

4.7

(282)

from $106

Catamaran Sailing Cruise to Dia Island with Drinks and Meal

Small Group Sailing Cruise from Agios Nikolaos in Mirabello Bay

(5)

from $142

Likely to Sell Out

6 hoursFree Cancellation

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent islands in the Mediterranean and it’s divided in half by high mountain ranges. In the north, crowded beaches are perfect for active holidays and fun. The southern coast of Crete, instead, has some of the most spectacular and solitary beaches on the island. A land of isolated traditional villages, and impressive landscapes. Come with us on a day trip with no planned destinations and let us explore together the hidden gems of this magnificent part of Crete!

(25)

from $130

South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

4.7

(16)

from $710

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun begins to set, watch the sky turn gold and pink while you enjoy refreshing drinks from the open bar, paired with light snacks and freshly prepared sushi. Our luxury catamaran is elegant and designed for your ultimate comfort. Soft, cheerful music sets the tone for the day, filling the air with a joyful atmosphere as you enjoy your journey. You’ll savor a variety of delicious Cretan snacks and appetizers, along with a selection of sushi rolls — all included. Throughout the cruise, you can enjoy espresso, tea, water, soft drinks, and a choice of local Greek white wine and beer. For adventure lovers — try stand-up paddleboarding, snorkeling, or simply float on an inflatable noodle. And of course, our iconic pink flamingo float is ready for your next unforgettable photo moment.

Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

3 hours 30 minutesFree Cancellation

Exploring the hidden coves and protected wildlife areas of Dia Island can be tricky without local knowledge. Save research time and get out on the water with this small-group sailing adventure. Get top tips from the crew on where to find wild goats, monk seals, and how to recognize different fish species. After working up an appetite, enjoy a delicious organic lunch with local specialties. Hotel pickup is included for added convenience.

Heraklion: Morning/Sunset Sailing Experience-Dia Island & Lunch

4 hours 30 minutesFree Cancellation

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes of cruising, we will reach our first destination, the lagoon of Balos, one of the most beautiful beaches over the Europe. The turquoise water invites you to swimming and snorkeling. We will spend next two hours there, while you can enjoy the beach and relax. We will have a pleasure to offer you traditional and light Cretan lunch on board. Our next stop is the island of Imeri Gramvousa. There you can enjoy the beautiful beach and take a bath in the crystal clear water. On top of the island, you will find an old Venetian Castle. The views from there are really breath taking. Then we will head back. Anytime that the wind will be enough we will be experience sailing. On board you have for your disposal a cabin to rest or sleep, bathroom with shower. We provide snorkeling equipment. Ofered drinks are water, soft drinks, beer and wine.

(199)

from $95

Likely to Sell Out

Balos Lagoon Kissamos Shared Sailboat Tour Experience

8 hoursFree Cancellation

4.6

(23)

from $154

Visit the uninhabited island of Dia on a luxury yacht cruise and enjoy a nutritionist-designed healthy lunch with organic local produce, protein cocktails, and unlimited drinks as you cruise the Mediterranean. Set sail from Heraklion, and take in the views of the coast while you enjoy local grilled fish, wine, beer, and typical Cretan side dishes. Once you arrive at Dia, snorkel or swim in the warm sea, or sunbathe on the beaches or on deck.

Catamaran Cruise Heraklion to Dia, Dinner, Drinks & Hotel Pickup

Catamaran Cruise Heraklion to Dia, Dinner, Drinks & Hotel Pickup

With traditional villages and plenty of warm Mediterranean sunshine, the Samaria Gorge is the longest of its kind in Europe—but it’s also a challenging and rewarding hike, considered by many to be among the toughest in Crete. This adventurous full-day combination bus and hiking tour from Chania takes you deep into the gorge itself, where large boulders lie beneath soaring limestone cliffs. Follow a 10-mile (16-km) route though the Samaria Gorge and experience the best of the Crete countryside with a guide.

Samaria Gorge Tour from Chania - The Longest Gorge in Europe

13 hoursFree Cancellation

4.1

(15)

from $461

Escape the crowled beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the crystal clear waters. You can swim in the small bay, wading on the shallow waters of the beach and making sand castles with your children, or go snorkeling and visit the small beautiful church, that can be reached by a small path. Boat trip to Dia will be an excursion you will never forget. The Island is a perfect place to relax. We sail for the Dia Island in the morning, we spend the day on the island and we return at the noon. Your trip to Dia Island will surely be a memorable one.

From Heraklion : Small Group 5,5 hours Sailing Trip to Dia Island

From Heraklion : Small Group 5,5 hours Sailing Trip to Dia Island

5 hours 30 minutesFree Cancellation

Price varies by group size

(12)

from $83

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Top Attractions in Crete

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Attractions

What are people saying about Crete

Heraklion: Full Day Sailing Experience-Dia Marine Area with Lunch

Naomi_P, Jul 2026

I booked a few days...

I booked a few days before to make sure that the sailing conditions were good and it paid off! Wind was perfect and we had a great day sailing to Día with plenty of time to swim and snorkel in the sea. Lunch was delicious and Skipper Pablo and his first mate was very welcoming and friendly. Would definitely recommend.

Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

Emma_T, Jul 2026

Such a special day!

From the moment we walked on board the service was amazing, the boat was so luxurious. The 2 girls looking after us were just fantastic and so friendly. We had such a fantastic day and will definitely choose DanEri again for future trips! The only small thing I would say is that there could have been more food for the group, if you weren’t fast you might have missed out. But apart from that we really enjoyed it!

Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

Sean_B, Jun 2026

Communication with...

Communication with service provider was excellent. Received pinpoint directions on where to meet the boat. Crew was absolutely wonderful! The small group size made the cruise comfortable and relaxing. The boat was comfortable and spacious enough that we never felt crowded. Views were amazing! Food and drink provided was ample and quite tasty. Recreational equipment provided was excellent and we had plenty of time to use it. At no point did we feel rushed. I would highly recommend this tour any small group.

Sailing Trip to Dia Island - All Inclusive

Rebecca_L, Jun 2026

Such a perfect day! We...

Such a perfect day! We had a small group (us 2, another 2 guests, and a crew of 2) with great conversation. Smooth sailing, and we had an amazing time swimming and snorkeling. We also swam to shore and walked up to the little church and enjoyed the views. Kostas even treated us to live music on his lute after lunch. Truly memorable!

Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

Tiffany_S, Jun 2026

Fun and relaxing!

My husband and I had a great trip with our parents and siblings! Our age group was mixed from ages 21 to 73 and it was awesome! They had healthy lunch on board, delicious white wine, and a long time to swim on board. The crew was awesome and super friendly. They also offered pick-up which made it super easy for our group to get to the marina rather than coordinating our own transport.

Balos Lagoon Kissamos Shared Sailboat Tour Experience

Jashanjot_S, Sept 2025

My husband and I had an...

My husband and I had an amazing experience. Our tour guides were George and Christopher. Both of them were great. It felt well organized and we had enough time at each location to not feel rushed. There was just one other couple on the tour who happened to be fantastic company. We found the smaller group setting made the tour feel more special/private. We saw a few big ferries docking people and it just did not look appealing. Imagine being cramped up against so many other people at the end of the day on one of those. We arrived to Gramvousa just a little bit prior to the big ferry arriving there. For a short period of time we felt as though we had that entire area to ourselves. We were able to go 3/4 of the way uphill to the fort to see the beautiful view of waters below. By the time we made our way down and got into the water, a big ferry was unloading people and all you see is loads of people making a dash for the hike up the fort. Spend the extra money if you can and enjoy it this way. That was a worthwhile memory created and I highly recommend this tour company.