Tour reviews · SAILING

Sailing in Greece: 15 Days on Deck, Compared

135 tours  ·  from $37

A sailing day buys shade, a swim ladder and a flat deck to eat off. These 15 compare the caldera runs, the Cretan north coast and the Ionian on group size, price and whether lunch and drinks are genuinely included.

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - The hot springs at Palea Kameni
Boat Tours in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

1.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114Our pick

Spend about five hours sailing from Vlychada Port along Santorini’s volcanic coast. You’ll see Red Beach, White Beach, the Venetian lighthouse, Indian Rocks, and the caldera islands, with swimming at Mesa Pigadia and the hot springs. Choose a daytime or sunset departure, and add a BBQ with wine, soft drinks, towels, and hotel transfers.

“Great experience on the water. Met some nice people and the food and wine were great. We really enjoyed our time!”

Check availability →Read our full review

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - The Venetian Lighthouse and the volcanic coast
Boat Tours in Santorini, Cruises & Boat Tours, Half-Day, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

2.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133

Cruise from Vlychada Marina with a small group of up to 18 people, stopping at Red Beach, the hot springs, and Thirassia. Crew members such as Giannis, Natalie, Alex, Mika, Kostas, and Bill keep the trip lively while preparing shrimp, mussels, BBQ, Greek salad, pasta, and dessert onboard.

“It was an amazing experience. Crew was the absolute best! Natalie, Mariq & Ewq could not di enough for you! Food and drinks flowed throughout the cruise. The meal of greek salad, grilled chicken, shrimp, mussels and vegetable pasta was delicious. We cruised almost 5 hours, great way to see the islands. Stopped twice to swim and snorkel. Highly recommend this cruise to anyone!”

Check availability →Read our full review

Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach gives the cruise its first big view
Boat Tours in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Tours, Snorkeling, Tour Reviews

Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

3.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Sail from Vlychada Marina on a five-hour catamaran trip past Red and White beaches, the Venetian lighthouse, volcano, and caldera cliffs. You will swim three times, snorkel, visit sulfur-rich hot springs, and eat Greek meze plus a BBQ meal. Hotel pickup, towels, equipment, soft drinks, water, and white wine are included. Crew names may include Hris, Filipos, Vivi, or Alice.

“Great ride with great views and stories. Guides were wonderful. Boat was fun and refreshing. Swimming/snorkeling was very cool! Plenty of fish to see! And food was incredible.”

Check availability →Read our full review

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Why the 14-person limit matters
Boat Tours in Heraklion, Cruises & Boat Tours, Heraklion Tours, Sailing, Sailing Trips in Heraklion, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

4.Dia Island Sailboat Cruise with Swimming and Meal

★★★★★★★★★★4.8 · 2,579 reviews · 5.5 hours · from $95

Sail from Heraklion’s Venetian Harbour to Dia Island aboard a small yacht with up to 14 people. Captain Petros and crew members such as Sofia, Giannis, Mariana, and Manos have been praised for friendly service. Swim, snorkel, paddleboard, and enjoy shrimp linguini, Greek salad, Cretan appetizers, and unlimited drinks.

“This was a top notch experience: I strongly recommend this sunset boat trip!”

Check availability →Read our full review

Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks - Sailing catamaran or power catamaran?
Boat Tours in Rhodes, Cruises & Boat Tours, Rhodes Tours, Sailing, Sailing Trips in Rhodes, Tour Reviews

Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks

5.All-Inclusive Catamaran Cruise with Lunch and Drinks

★★★★★★★★★★4.8 · 2,002 reviews · 6 hours · from $83

Join Andreas, Hope, Dimitri, and the crew at Mandraki Harbor for a six-hour catamaran cruise along Rhodes’ east coast. Choose a sailing or power catamaran, swim at Anthony Quinn Bay, Ladiko, and Kallithea Springs, and on the power boat, visit Afandou Caves. Lunch, snacks, snorkeling gear, floats, and drinks are included.

“A very good day out. A very good lunch and plenty of free flowing wine. Great places to see and have a dip in the see. All in all a fabulous day.”

Check availability →Read our full review

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Palea Kameni and the warm volcanic water
Boat Tours in Santorini, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

6.Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

★★★★★★★★★★5.0 · 1,694 reviews · 5 hours (approx.) · from $181

Spend about five hours aboard a 42 to 56-foot catamaran off Santorini, with hotel pickup, a Greek meal, white wine, Greek beer, swimming at the volcanic hot springs and Red Beach, and an optional sunset. Luxury sailings add views of Oia and Ammoudi Bay. Shared boats hold up to 20 people.

“Full experience on the catamaran… delicious dinner, friendly staff, amazing views. The crew went above and beyond to ensure guests had the entire experience.highly recommend this activity”

Check availability →Read our full review

Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ - The first swimming stop, with towels ready
Athens Tours, Boat Tours in Athens, Cruises & Boat Tours, Sailing, Sailing Trips in Athens, Tour Reviews, VIP

Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

7.Luxury Catamaran Cruise from Athens with Traditional Greek Meal and BBQ

★★★★★★★★★★5.0 · 1,346 reviews · 5 hours (approx.) · from $205

Spend about five hours sailing from Alimos Marina along the Athens Riviera in a group of no more than 10. Your crew serves Greek BBQ, salad, vegetables, shrimp saganaki, beer, wine, and soft drinks. Choose a daytime lunch cruise or sunset dinner, with two swim stops, towels, goggles, and hotel pickup included.

“Really fabulous, tasty food, wine beer and sodas, great crew, beautiful Athens coast, 2 swim stops with snorkel equipment and towels, hotel pick-up drop-off, great communication throughout. Would highly recommend this trip!!”

Check availability →Read our full review

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island and Saint George Bay
Boat Tours in Heraklion, Cruises & Boat Tours, Heraklion Tours, Sailing, Sailing Trips in Heraklion, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

8.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.9 · 1,287 reviews · from $90

Set sail from Heraklion with an English- or Greek-speaking crew for Dia Island, about an hour offshore. Swim and snorkel in Saint George Bay, try fishing, enjoy lunch and unlimited drinks, then relax on deck. Shared cruises include the meal, while private trips let you select meal add-ons.

“Pick up from cruise ship was on time, comfortable and a friendly driver. This was a great shore excursion-loved the journey to Dia which is a beautiful bay, gorgeous sea to swim and snorkel in!”

Check availability →Read our full review

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Hotel pickup and boarding at Vlychada Port
Boat Tours in Santorini, Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews, VIP

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

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

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133

Spend about five hours sailing from Vlychada Port around Santorini’s Red Beach, White Beach, volcano, lighthouse, and hot springs. Swim, snorkel, enjoy a freshly cooked Greek BBQ, and drink local wine, beer, soft drinks, and water. Hotel transfers, towels, music, and a restroom are included. Sunset and daytime departures are available.

“This might be the best “excursion” I have ever done in years of cruises and travel. The crew was fantastic, the weather of course, and the food and drinks and sights and activities.”

Check availability →Read our full review

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Sailing beside Santorini’s volcano
Boat Tours in Santorini, Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in Santorini, Santorini Tours, Sunset Cruises, Sunset Cruises in Santorini, Tour Reviews

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

10.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Spend about five hours sailing from Ammoudi or Athinios, swimming near the volcano, Red Beach, and White Beach, and eating a BBQ lunch or dinner on board. Captain Sakis and the crew keep things moving with music, drinks, and clear instructions. Hotel pickup, snorkeling gear, shade, and return transport are included.

“Love love LOVED our Sunset Oia experience. We booked for two on Viator after literal weeks of deliberation on whether or not we should spent that amount of money for a sunset cruise (approx $145 USD each). This trip was our favorite thing we did on our 2-week Greece vacation and possibly ever. - The staff was so kind and accommodating, we felt so taken care of before we even stepped foot on the boat to when it was time for us to be dropped off to our hotel by the Sunset Oia driver. - The boat itself was bordering the definition of luxurious, and very clean. - They did…”

Check availability →Read our full review

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer - Pickup from your hotel and the route to the harbor
Boat Tours in Santorini, Cruises & Boat Tours, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews, VIP

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

11.Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

★★★★★★★★★★5.0 · 1,047 reviews · 5 hours (approx.) · from $169

Sail Santorini’s caldera aboard a catamaran with up to 20 people. You’ll swim at Palea Kameni’s sulfur springs and Mesa Pigadia, pass Thirasia, Nea Kameni, Red Beach, and White Beach, then eat a Greek buffet with wine and cocktails. Hotel pickup, towels, and snorkeling gear are included.

“From being picked up from the hotel in a comfortable air conditioned mini bus to being dropped off at the the end the whole experience was fantastic. The crew and captain were at hand for anything we needed. The food was delicious and just ask gor a drink and it was brought to you. The views were stunning and swimming in the Agean sea is a must. An all round fantastic experience”

Check availability →Read our full review

Half Day Premium Catamaran Cruise in Santorini including Oia - Warm water near Santorini Volcano
Boat Tours in Santorini, Cruises & Boat Tours, Half-Day, Sailing, Sailing Trips in Santorini, Santorini Tours, Tour Reviews

Half Day Premium Catamaran Cruise in Santorini including Oia

12.Half Day Premium Catamaran Cruise in Santorini including Oia

★★★★★★★★★★5.0 · 988 reviews · 5 hours (approx.) · from $193

Spend about five hours aboard a small-group catamaran with Santorini Star Sailing. Swim at Red Beach, the volcano, Thirassia, and limestone coves, then enjoy a BBQ meal and open bar. The crew may include Maria, Alex, Nefeli, and Captain Giomnis. Pickup is offered, and groups are capped at 18.

“Fantastic cruise!!! Maria and Alex were so accommodating and fun!! The food was great!! I definitely would do it again when I return. Thank you for the best time!!!”

Check availability →Read our full review

Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks - Leaving Gouvia Marina on Ikaria or Eros 2
Boat Tours in Corfu, Corfu Tours, Cruises & Boat Tours, Sailing, Sailing Trips in Corfu, Tour Reviews, Tours

Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

13.Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

★★★★★★★★★★4.8 · 851 reviews · 5 - 10 hours · from $69

Set out from Gouvia Marina on a small yacht with an English or Greek-speaking skipper. You’ll cruise toward Barbati and Gialiskari, swim and snorkel in clear water, try an optional cliff jump, then visit a blue cave. Sandwiches, fruit, and soft drinks are included. Boats usually carry no more than 12 people, with private trips also available.

“Absolutely fantastic day out! Highlight of our trip! We had an amazing day on the boat – it was super spacious and comfortable, with plenty of room to relax. The skipper was lovely and made us feel so welcome. Great food, great info, stunning locations. Couldn’t have asked for more – would 100% do it again!”

Check availability →Read our full review

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - The crossing to Dia takes about one hour
Boat Tours in Heraklion, Cruises & Boat Tours, Heraklion Tours, Sailing, Sailing Trips in Heraklion, Tour Reviews

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

14.Sailing Cruise to Dia Island with Drinks and Meal

★★★★★★★★★★4.9 · 778 reviews · 6 hours · from $106

Spend six hours sailing from Heraklion with a certified crew, stopping at Dia Island for snorkeling, paddleboarding, fishing, swimming, and a Mediterranean meal. Captains and crew may include Nick, Kristina, Iorgu, Stelios, or Celia. Hotel pickup is optional, and afternoon departures can include sunset views.

“Lovely chilled boat cruise with two swimming stops… the island is uninhabited just some goats but it’s all about boat life!! Lush food, beer and wine and soft drinks flowing all day and raki shots for the hard-core”

Check availability →Read our full review

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport - A possible look at Delos from the water
Boat Tours in Mykonos, Cruises & Boat Tours, Mykonos Tours, Sailing, Sailing Trips in Mykonos, Tour Reviews

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

15.Brand-New Catamaran Cruise with Meal, Drinks & Transport

★★★★★★★★★★5.0 · 777 reviews · 5 hours (approx.) · from $180

Spend about five hours aboard Nostos Mykonos Yachts’ Aerial or White Coral catamaran, cruising to Rhenia or Mykonos’ southern coast. Expect a freshly cooked three-course lunch, wine, beer, soft drinks, swimming, snorkeling, and possible use of a SUP or kayak. Pickup is available, and Delos may be viewed from the water.

“This was such a jewel of a trip. A magnificent boat/yacht with 2 wonderful captains that served us a delicious meal. It gives you that feeling of the rich and famous. Highly recommend!!!”

Check availability →Read our full review

New in Sailing

★ 5.0Athens Riviera Catamaran tour with fresh Meal Drinks and SwimmingFrom $157210 reviews
★ 5.0Athens Semi Private Sunset Catamaran Cruise with meal & drinksFrom $169142 reviews
★ 5.0Athens Semi private Morning Catamaran cruise with meal & drinksFrom $169123 reviews
★ 5.0Sail the Athenian Coastline on a Catamaran with Meal & WineFrom $163165 reviews
★ 5.0Athens Private Luxury Catamaran Cruise with Traditional Greek Meal and BBQFrom $786106 reviews
★ 5.0Unique sailing experience to Aegina-Metopi and SkalaFrom $15435 reviews
★ 5.0Luxury Catamaran Sunset Semi-Private & Greek Gastronomy in AthensFrom $15645 reviews
★ 5.0Luxury Catamaran Morning Semi-Private & Greek Gastronomy AthensFrom $16557 reviews
★ 5.0Athens Riviera Private Sail Catamaran with Meal and Wine30 reviews
★ 5.0Athens Private Half day Catamaran cruise with meal & drinks41 reviews
★ 4.9Half-Day Sailing Cruise to Shipwreck BayFrom $112260 reviews
★ 4.3Thassos Island: Sailing Day Cruise Beer & SnackFrom $8830 reviews
★ 5.0Wooden Sailboat Full- or Half-Day Trip with MealFrom $15988 reviews
★ 4.9day sailing trip with swim stops and lunchFrom $15769 reviews
★ 5.0Private Catamaran Tour with BBQ Meal and Drinks43 reviews

Keep browsing

Acropolis Tours161Food & Drink146Wine Tours94Museums88Walking Tours99
Scroll to Top

Somewhere to begin the week

A port, a ruin or a mountain road.

Ancient

Acropolis EntryKnossosDelphiAncient SitesMuseums

Afloat

Boat DaysSailing DaysSunset SailingsSea CavesSnorkelling

At the table

Food WalksCooking ClassesCellar VisitsOlive MillsDinner Tables

Inland

MeteoraGorge WalksOff-Road DaysVillage RunsWalking Tours