Under sail · EVENING EXPERIENCES

Evening Sailings in Greece: 15 to Book This Season

53 sailings  ·  from $37 a head

This is the shortlist you would send a friend: 15 evening sailings worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - From your hotel to the marina
Catamaran Cruises, Catamaran Cruises in Santorini, Drinking Tours, Evening Experiences, Greece Sailing Trips, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Santorini, Santorini Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in Santorini, Tour Reviews

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

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Sailing beside the volcano and Palea Kameni
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

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

Review of Santorini’s sunset catamaran cruise with hotel pickup, swimming, hot springs, BBQ, drinks, snorkeling, and sunset views.

“Sunset cruise was great fun. Food was very tasty. Boat facilities were great, very clean, lots of shade. Music was a little loud, difficult to have a conversation with others on board. Great way to enjoy the afternoon and see the Santorini sunset.”

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Catamaran Day & Sunset Cruises with meals Drinks and transportation - Rhenia’s long swimming stop
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Catamaran Day & Sunset Cruises with meals Drinks and transportation

3.Catamaran Day & Sunset Cruises with meals Drinks and transportation

★★★★★★★★★★5.0 · 760 reviews · 5 hours (approx.) · from $133

Sail from Mykonos to Rhenia and past Delos with lunch, wine, swimming, pickup, and sunset views on a five-hour catamaran cruise.

“We had a great day with Captain Dimitris and Co- Captain Iliana! The cat was modern and comfortable. The commutation was excellent leading up to our adventure with a change in route due to high winds noted the day before, to our lunch menu as we had some allergies aboard. Even with the change to the itinerary, we were able to do and see everything. It truly was a lovely day!”

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Rhodes: Sunset Catamaran Cruise with Dinner Buffet & Drinks - The 45-minute ride along Rhodes east coast
Buffet Experiences, Catamaran Cruises, Catamaran Cruises in Rhodes, Dining Experiences, Dinner Experiences, Evening Experiences, Greece Sailing Trips, Rhodes Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Rhodes, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Rhodes, Sunset Sailing Cruises, Sunset Sailing Cruises in Rhodes, Tour Reviews

Rhodes: Sunset Catamaran Cruise with Dinner Buffet & Drinks

4.Sunset Catamaran Cruise with Dinner Buffet & Drinks

★★★★★★★★★★4.8 · 644 reviews · 3 hours · from $58

Review of Rhodes sunset catamaran cruise with Kalithea swimming, Greek buffet dinner, unlimited drinks, snorkeling, and Aegean sunset views.

“Brilliant sunset trip! The sunset was beautiful and we really enjoyed the swim stop. The staff were very friendly and helpful, and food was lovely! Highly recommended!”

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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - Dia Island and the Quiet Cove
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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

5.Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.7 · 529 reviews · 4.5 - 7 hours · from $82

Sail from Heraklion to quiet Dia Island for snorkeling, paddleboarding, Greek food, swimming, and a sunset return cruise.

“A lovely experience, very relaxing. Just the right number of people to make it enjoyable. A nice dinner and snorkeling near Dia Island. Thanasis and Panagiotis were super nice and kind, also sharing curiosity and answering questions”

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Mykonos Catamaran Premium Day-Sunset Tours 8-flavor Meal & Drinks - Rineia coves and the first swim
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Mykonos Catamaran Premium Day-Sunset Tours 8-flavor Meal & Drinks

Rethymno: Sunset Catamaran Cruise - Sushi & Open Bar - One hour cruising along the Cretan coast
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Rethymno: Sunset Catamaran Cruise – Sushi & Open Bar

7.Sunset Catamaran Cruise – Sushi & Open Bar

★★★★★★★★★★4.8 · 446 reviews · 3.5 hours · from $100

Rethymno sunset catamaran cruise with sushi, open bar, swimming, SUP, snorkeling, and a spacious boat for $100 per person.

“The cruise was amazing! The crew are very friendly! We had a great time, i really recommend it! The sunset was breathtaking! It is totally worth it :)”

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Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar - Agios Georgios Sarantaris and Saint George Bay
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Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

8.Luxury Sunset Catamaran Cruise Sushi & Open Bar

★★★★★★★★★★4.8 · 442 reviews · 3.5 - 4.5 hours · from $94

Review of Hersonissos’ sunset catamaran cruise, with sushi, open bar, swimming, SUP, snorkeling, and practical booking tips.

“We both really enjoy good time and fantastic see sunset plus lovely snack and drink also make new friends chat and laugh we enjoy best yacht trip fantastic”

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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks - Red Beach from the water
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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine - Getting to the boat without confusion
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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Heraklion: Catamaran Cruise to Dia with Sunset, Meal & Bar - Leaving Heraklion with coffee and a safety briefing
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Heraklion: Catamaran Cruise to Dia with Sunset, Meal & Bar

Chania Old Port:Luxury Sunset Catamaran Cruise with Prosecco - What makes Agioi Theodoroi worth the stop
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Chania Old Port:Luxury Sunset Catamaran Cruise with Prosecco

Chania: Afternoon Catamaran trip - Dinner, Drinks & Sunset - The first hour on the catamaran
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Chania: Afternoon Catamaran trip – Dinner, Drinks & Sunset

Athens: Half-Day Sunset Catamaran Cruise with Meal & Drinks - The Swim Stops: Clear Water and a Change of Pace
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Athens: Half-Day Sunset Catamaran Cruise with Meal & Drinks

Rhodes: Sunset Catamaran Cruise with Snack, Fruits & Drinks - Leaving Mandraki Harbour at 5:00 PM
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Rhodes: Sunset Catamaran Cruise with Snack, Fruits & Drinks

Athens Semi Private Sunset Catamaran Cruise with meal & drinks - Kavouri Beach and sheltered waters near Hydrousa
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Athens Semi Private Sunset Catamaran Cruise with meal & drinks

Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks - Swimming and snorkeling from the yacht
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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks

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