Top Greece Sailing - page 3

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Escape the large tour boats and experience the Rhodes coastline in total serenity. Join us on a boutique sailing yacht for a semi-private journey limited to a small group of guests. This is not just a swim trip; it is a day of authentic sailing, premium service, and exclusive access to the island's most beautiful bays. ⚓ Quick Facts (Semi-Private Sailing) ● The Experience: Small-group sailing (Limited capacity for maximum comfort). ● Main Stops: Anthony Quinn Bay, Traganou Bay, Kalithea Springs & Caves. ● All-Inclusive Dining: Fresh Mediterranean Lunch + Chilled Local Wine, Beer, and Refreshments. ● Vessel: Modern Sailing Yacht with spacious sun decks and shaded lounge. ● Extra Perks: Snorkeling Gear & Floating Noodles. ● Hotel Pick-up: Available from Faliraki, Ialysos, Kolymbia, Lindos, Pefkos, Gennadi, Theologos. ✅ Cruise Passenger Guarantee Are you visiting Rhodes on a cruise ship? We are a Shore-Ex Favorite and specialize in accommodating passengers from all major cruise lines.

5.0

(201)

from USD 135

Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

Semi-Private Sailing Cruise to Iconic Bays (Shore-Ex Top Choice)

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along the route, creating views you could admire forever. Our luxury catamaran is elegant and thoughtfully designed to offer complete comfort. Whether you stretch out on a sunbed or settle into a shaded lounge, you’ll always find the perfect spot to savor each moment of the journey. Soft, uplifting music sets a warm and joyful tone throughout the day. Between smiles and melodies, you’ll enjoy Cretan snacks, a light brunch, and a delicious lunch — all included. Espresso, tea, water, soft drinks, and local Greek white wine and beer are available whenever you wish. For those seeking adventure, the sea becomes your playground. Try stand-up paddleboarding, explore underwater life with snorkeling gear, or simply drift on an inflatable noodle. And of course, our iconic pink flamingo float is ready for your next unforgettable photo.

4.8

(203)

from USD 117

Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

6 hours 30 minutesFree Cancellation

4.7

(85)

from USD 170

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Enjoy a bucket-list-worthy experience on this half-day Santorini sailing tour. Step aboard the luxury catamaran and relax in one of the comfortable seating areas. Stop to take a dip in the island's hot springs, sail past one of the oldest lighthouses in Greece, and visit the Red and White beaches. Swim, relax and enjoy a traditional Greek barbecue on board. Snorkeling equipment, an open bar, and round-trip hotel transportation are all included.

4.5

(216)

from USD 94

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Set sail for the ultimate escape with this Rhenia-Delos cruise, where you’ll leave the crowds of Mykonos behind for a day of serene adventure. Swim, sunbathe, and enjoy the lush beauty of Rhenia Island before indulging in a traditional Greek barbecue on board. Then, explore the mythic Delos Island—wander historic archaeological ruins (entry at your own cost) or relax on its peaceful beaches, the choice is yours.

4.7

(440)

from USD 129

The Authentic Rhenia-Delos Cruise

6 hours 30 minutesFree Cancellation

4.6

(511)

from USD 103

From Athens: Hydra, Poros, and Aegina Day Cruise with Lunch

Experience Greek island life without a hotel reservation on a day cruise from Athens. Leave the bustle of the city behind as you sail into the Saronic Gulf, stopping at three of the most picturesque islands within easy reach of the capital. Stroll under the red-tiles roofs of Hydra, do some shopping in Poros, and visit the Temple of Aphaia in Aegina. With free time to explore each island and a buffet lunch on board, it's a stress-free way to see more of Greece, even with just a day to spare.

From Athens: Hydra, Poros, and Aegina Day Cruise with Lunch

11 hoursFree Cancellation

3.7

(525)

from USD 153

Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Spend the morning swimming, snorkelling and sunbathing on this 5-hour cruise from Santorini. Marvel at the volcanic landscapes at you cruise around the caldera, spot natural landmarks like The Indian and Nea Kameni island, and dive in to swim at Mesa Pigadia beach and Red beach. Along the way, cruise past Akrotiri lighthouse and Aspronisi island, take a dip in the volcanic hot springs, and tuck into a delicious BBQ lunch (included) on-board.

4.5

(31)

from USD 181

Morning Caldera Sailing Cruise

5.0

(38)

from USD 146

Enjoy a relaxing yet active day cruising around Ithaca on a yacht. Travelers who don't enjoy big, noisy groups will appreciate the intimate small-group setting. Sail to beaches in sheltered bays, some of which are considered to be among the most beautiful beaches in Greece. Swim, snorkel, relax in the sun or rinse off with the onboard freshwater shower, and indulge in a traditional Greek lunch and local alcoholic drinks.

Luxury Day Cruises to Ithaca - swimming, snorkeling food and more !

8 hoursFree Cancellation

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

(86)

from USD 176

Price varies by group size

5.0

(366)

from USD 468

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter, with a tender to get you right into the caves and shower and restroom too. Good for up to eight travelers, your package includes snacks, water, soft drinks and a bottle of wine, with a high-quality Bluetooth sound system for your favorite tracks: be sure to enable roaming.

Half-Day Private Romantic Sailing Getaway to Kleftiko

(82)

from USD 761

Per group

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

4.6

(82)

from USD 99

See the highlights of Santorini from the water's edge on this luxurious, half-day catamaran tour. Pick from morning or afternoon tour times and, following hotel pickup, you’ll be transferred to the port. Once aboard, set sail on a sightseeing tour, and see highlights including the Red Beach, White Beach, Santorini’s caldera, and more. This private tour also includes multiple swimming stops, a full meal on board, and unlimited drinks.

Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Price varies by group size

(83)

from USD 491

Special Offer

Athens: Swimming Day Cruise with DJ, Lunch & Drinks incl.

Take a break from the streets of Athens for a day spent on the water. This full-day, all-inclusive day trip takes you from beach to beach—Agistri, Metopi, and Aegina—with plenty of time to swim, sunbathe, and explore. Cruise the beautiful Greek coastline onboard a comfortable boat—complete with showers and a live DJ. Lunch and drinks are included, so all you need to do is hop aboard and relax.

Athens: Swimming Day Cruise with DJ, Lunch & Drinks incl.

8 hours 30 minutesFree Cancellation

Experience Corfu’s magnificence through a royal lens with this shore excursion including a guided tour of the Neoclassical Achilleion Palace, a well-preserved imperial residence inspired by Greek mythology. Admire clear views of nearby Mouse Island, and then head into Corfu’s UNESCO-listed Old Town to explore Venetian architecture, picturesque squares, and elegant mansions on a walking tour. It's a great way to experience port town highlights plus the regal gem of the countryside.

Achilleion Palace and Corfu Old Town Tour

4 hoursFree Cancellation

3.7

(67)

from USD 57

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

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

4.8

(178)

from USD 94

Private Catamaran All-Inclusive Cruise in Naxos

Price varies by group size

(52)

from USD 995

Paros Semi private Full day Sailing cruise

9 hoursFree Cancellation

4.5

(42)

from USD 257

Full Day Santorini Caldera Cruise and volcano sightseeing

7 hoursFree Cancellation

3.4

(19)

from USD 63

Experience Delos without the stress of planning logistics on a day trip. Ride the ferry from Mykonos to Delos with a local guide who shares expert knowledge about the UNESCO World Heritage–listed island. Unveil the drama of Delos during this half-day walking tour through the excavated ruins of its main archaeological site. See the Terrace of the Lions, House of Dionysus, Archaeological Museum of Delos, and more as you learn about the sacred isle’s place in Ancient Greek history.

Delos Day Trip from Mykonos

4 hoursFree Cancellation

3.7

(109)

from USD 118

All inclusive Delos & Rhenia Islands tour up to 12 pax (free transportation)

Santorini Volcano Sunset Cruise with Dinner

(254)

from USD 160

4.3

(26)

from USD 117

Explore Santorini in style with this private sailing charter. You'll start with a visit to Red Beach for swimming and snorkeling before heading to the picturesque White Beach. Sail past the 19th-century Akrotiri Lighthouse, then swim and snorkel at the Nea Kameni Hot Springs in the caldera. The trip concludes with more snorkeling and swimming off Thirassia island. Hotel pickup and drop-off are included for your convenience.

Santorini Caldera Private Sailing Boat Cruise

Corfu Private Yacht Cruise

4.8

(51)

from USD 1,170

Per group

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What are people saying about Greece

Erin_N, June 2026

Highly recommended!

This was a fantastic experience, start to finish. Boat was in excellent condition, with a knowledgeable and enthusiastic skipper. We enjoyed the refreshments and food onboard, a history lesson about the area and a stop for a swim. The marina was gorgeous and easy to find and meet up at the boat. Not to be missed and great value for money.

Athens Semi Private Sunset Catamaran Cruise with meal & drinks

Heather_V, June 2026

This was an incredible...

This was an incredible experience all around! Our captain (Yannis) and host (Martha) were incredibly welcoming, kind, and fun. They made us feel like family with their hospitality and kindness. The sailing route and the stops were well very well paced. Nothing felt rushed and the time on the water was ample. The water and scenery were beyond beautiful and the captain was knowledgeable and shared a ton of interesting information about the area. The meal was amazing, home cooked and so much great food!

Luxury Athens Catamaran Cruise with Greek Meal & Drinks

Ryan_G, June 2026

MUST DO in Athens

Where do I begin? George and Antonia were absolutely amazing and made us feel genuinely welcomed from the moment we arrived. The swimming stops were beautiful, refreshing, and well worth the trip. The boat is spacious, giving everyone plenty of room to relax and spread out. Dinner was outstanding, with a great mix of meat and seafood. In fact, it was the best calamari I’ve had in Greece! Every detail was thoughtfully planned, and the entire experience exceeded expectations. If you’re visiting Athens, this is a must-do excursion. Without a doubt, it’s one of the best experiences we’ve had here. You won’t be disappointed!

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

michelleplesko, June 2026

Amazing tour!!!!!

AMAZING tour! Our guides, Forrest and Flow, were amazing and brought us to so many spots. We were lucky and got a calm day which allowed us to swim in more caves. The food on board was also great! Great Greek dishes! This tour was amazing and I would recommend it to anyone.

Rhodes Day Cruise (with lunch & unlimited drinks) 5,5 Hours

Emilyn_W, June 2026

Nice Day

It was a very good slow day. Pano was very nice and accommodating. The boat was fine. it was spacious enough for everyone. The lunch was good. My child ate it and she's picky. For what it was it was a good day. Saw no fish but that is ok. Nor was it their fault the water was freezing. But all in all it was good day. not too long, not too short.

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

Jennifer_B, June 2026

Such a great time!

We had a wonderful experience on this catamaran. The crew was great. There was lots of information we learned about the island.The food was fantastic. We really enjoyed it. After this one, we went to Mykonos and did a catamaran there. This one was by far so much better kind of wish we didn’t do the one in Mykonos.

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

Catherine_W, May 2026

The most amazing sunset from the boat

We really enjoyed this catamaran cruise. The guides were very friendly and informative. The food was excellent. The views were amazing. We had three opportunities to go swimming. Since it was in May the water was still cold. Just a warning that the hot springs were not hot. Overall, we had a wonderful time and would highly recommend this tour.

Catamaran Day & Sunset Cruises with meals Drinks and transportation

Shana_T, May 2026

Nice day but very windy and chilly in May.

This was a fun tour, but the weather was not ideal. It was very windy (Mykonos is known for their wind, but wow, I was not prepared.) It was pretty chilly and the waters were rough. Passing by Delos Island and hearing about the history was very cool. Once we anchored it was very peaceful but the water was too cold for half of the group to get in. Andres and his Greek boat partner cooked a delicious meal (the highlight of the day for me.) They were so kind and patient. Andres spent a ton of time talking to my husband about sailing, which was really sweet. Transportation from our hotel and back was a really nice addition.

Catamaran Cruises Rhodes - 6 Hours Day Cruise ALL INCLUSIVE

Angus_C, May 2026

Excellent Trip

An excellent trip. The crew were professional, friendly and informative. The cruise itself had less than 20 guests aboard and at times it felt as if it was our personal adventure. Swim stops were great, although the water was very refreshing! Lunch and snacks all good as was the bar service. A great day out that could not be faulted. Good value too.

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

Steve_F, May 2026

Amazing!

Such a beautiful and relaxing day on the water. This sail to Delos and Rhenia was the perfect escape from the hustle and bustle of Mykonos. One recommendation for travelers who like flexibility and exploring at their own pace: you really don’t need the guided tour for Delos. Just pay the entrance fee and explore the archaeological site on your own. Many UNESCO heritage sites now offer audio guides through apps, which lets you move at your own pace instead of waiting on a large group. We loved having the freedom to fully experience the site ourselves. After Delos, we sailed to Rhenia and the water was absolutely stunning. The shades of blue looked unreal in person. The highlight that completely surprised us was the food. The staff served a gourmet Greek lunch that was incredibly fresh and delicious which is something you would never expect from a small sailboat excursion! The crew was friendly, welcoming, and made the entire experience feel effortless and relaxing. Highly recommend if you want a slower, more scenic, and authentic day while visiting Mykonos.

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Melissa_S, Sept 2025

Beautiful Santorini

What an amazing experience, Tito and the crew go above and beyond to make the day one to remember, guided tour of the volcano, swimming in warm mineral water and then the bluest water I have ever seen, buffet tea was delicious complemented by local wine and beer. The evenings highlight was the sunset for sure. As we sailed back to port the Boat turned into a mini disco with Tito again doing a great job of entertaining us, Fully recommend the tour, many thanks Melissa @ Mark @ Aust

Premium Catamaran Tours, 8-flavor Feast & Drinks, Limited guests!

Natasha_P, Sept 2025

Magical Sail to Secret Coves

Excellent experience! The crew was so so helpful and kind. I have knee problems and my friend has some anxiety around water and boats. The crew took care of our needs and even anticipated our needs, very accommodating. So if you have some minor mobility issues, don’t worry, they’ve got you. The drinks were flowing and the food was exceptional. Everything was fresh. We had salads, dips, toast zucchini, shrimps, baked feta, fresh breads, and on and on. Everything tasted soooooo good. We dropped anchor at two secluded coves to swim and soak up the sun. We’ve had a very windy week on Mykonos so some activities were possible, like paddleboard, just too choppy. But they put the paddle board out anyways for us to lay on. We got to swim with sea scooters, the highlight of the trip. Soooooo much fun. I really can’t say enough about the crew and the experience. Just exceptional.