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Sunset Oia Sailing Cruises

Sunset Oia Sailing Cruises, situated in the breathtaking village of Oia, famed for its stunning sunsets, invites visitors to experience the magic of Santorini from the sea! Our full-service tours and sailing trips, featuring a diverse fleet including spacious catamarans, ensure a luxurious and unforgettable excursion, leaving guests with treasured memories of their time on this enchanting island.
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Luxurious Catamaran Cruise in Santorini with BBQ and Drinks

Avail. from 15 Mar
5 hours  Max 20
BBQ meal Wine & beers Pick-up/drop-off Sunset below Oia Ammoudi/Vlychada port
Avail. from 15 Mar $129.04
/per person
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Catamaran Sunset Boat Tour in Santorini with BBQ and Drinks

Avail. from 15 Mar
5 hours  Max 55
BBQ meal Wine Pick-up/drop-off Sunset below Oia Ammoudi/Athinios port Party atmosphere
Avail. from 15 Mar $116.14
/per person
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Catamaran Boat Tour in Santorini with BBQ and Drinks

Avail. from 15 Mar
5 hours  Max 55
BBQ meal Wine Pick-up/drop-off Ammoudi port (Oia) Party atmosphere
Avail. from 15 Mar $92.67
/per person
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Romantic Catamaran Cruise in Santorini with lunch or dinner on board

Avail. from 15 Mar
5 hours  Max 20
BBQ meal Cocktail, wine & beers Pick-up/drop-off Ammoudi port (Oia) Sunset below Oia
Avail. from 15 Mar $152.50
/per person
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Luxurious Small-Group Catamaran Cruise in Santorini with BBQ and Drinks

Avail. from 15 Apr
5 hours  Max 14
BBQ meal Wine & beers Pick-up/drop-off Sunset below Oia Ammoudi/Vlychada port
Avail. from 15 Apr $152.50
/per person
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Private Catamaran Cruise in Santorini with BBQ and Drinks

Avail. from 15 Mar
Private 5 hours  Max 14
37ft (11.2m) BBQ meal Wine & beers Pick-up/drop-off Sunset below Oia Ammoudi/Vlychada port
Avail. from 15 Mar from $938.48
/per group
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Private Power Catamaran Cruise in Santorini with BBQ and Drinks

Avail. from 16 Apr
Private 5 hours  Max 14
45.7ft (14m) BBQ meal Wine & beers Pick-up/drop-off Ammoudi port (Oia) Sunset below Oia
Avail. from 16 Apr from $1,642.34
/per group
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Private Luxury Motor Boat Cruise with Meal & Drinks

Avail. from 16 Apr
Private 4 hours - 8 hours  Max 6
43ft (13.1m) Champagne, wine & beers Pick-up/drop-off Ammoudi port (Oia) Sunset below Oia Menu
Avail. from 16 Apr from $2,111.58
/per group
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Luxury Private Yacht Cruise in Santorini

Avail. from 16 Apr
Private 4 hours - 9 hours  Max 4
74ft (22.5m) BBQ meal Wine & beers Pick-up/drop-off Ammoudi port (Oia) Sunset below Oia
Avail. from 16 Apr from $4,692.40
/per group
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Private Cruise on a Luxurious Brand-New Catamaran with BBQ & Drinks

Avail. from 15 Mar
Private 5 hours - 10 hours  Max 10
44.1ft (13.45m) BBQ meal Wine & beers Pick-up/drop-off Sunset below Oia Ammoudi/Vlychada port
Avail. from 15 Mar from $1,173.10
/per group
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Luxury Private Cruise on a Motor Yacht Ferretti 550 in Santorini

Avail. from 16 Apr
Private 4 hours - 9 hours  Max 6
57ft (17.4m) BBQ meal Wine & beers Pick-up/drop-off Ammoudi port (Oia) Sunset below Oia
Avail. from 16 Apr from $3,167.37
/per group
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LOOKING FOR YACHT CHARTER OR BOAT RENTAL? Boat rental in Santorini from Sunset Oia Sailing Cruises

Renting a boat in Santorini gives you the perfect start for a completely personalised itinerary, tailor-made to your preferences! All boats come with an experienced captain and professional crew! Book now and enjoy a luxury cruise around Santorini & nearby greek islands!

Catamaran Lagoon 380 Kallisti

up to 8 37ft (11.2m) Captain & Crew Meal Build 2019
Private cruise from
$938.48
Half-day
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Catamaran Fountaine Pajot Elba 45 Paros

up to 8 44.1ft (13.45m) Captain & Crew Meal Build 2020
Private cruise from
$1,173.10
Half-day
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Catamaran Lagoon 400 Sunset Santorini

up to 14 40ft (12m) Captain & Crew Meal Build 2015
Private cruise from
$938.48
Half-day
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Power Catamaran Fountaine Pajot Clumberland 46 Emily

up to 14 45.7ft (14m) Captain & Crew Meal Build 2009 (Refit 2016)
Private cruise from
$1,642.34
Half-day
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Luxury Yacht Ferretti 731 Alexandros

up to 4 74ft (22.5m) Captain & Crew Meal Build 2005 (Refit 2021)
Private cruise from
$4,692.40
Half-day
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Luxury Motor Yacht Pardo 43

up to 6 43ft (13.1m) Captain & Crew Meal Build 2019
Private cruise from
$2,111.58
Half-day
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Catamaran Lagoon 42 Sifnos

up to 10 42.5ft (12.95m) Captain & Crew Meal Build 2023
Private cruise from
$1,173.10
Half-day
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Luxury Yacht Ferretti 550 My Way

up to 6 57ft (17.4m) Captain & Crew Meal Build 2007 (Refit 2022)
Private cruise from
$3,167.37
Half-day
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Ocean Voyager 74 Folegandros

up to 60 74 ft (22 m) Captain & Crew Meal Build 2011
Private cruise from
$4,176.24
Half-day
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Catamaran Lagoon 560 Sunrise II

up to 20 56ft (17m) Captain & Crew Meal Build 2018
Private cruise from
$5,396.26
Half-day
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Catamaran Lagoon 450 Anafi

up to 18 45ft (13.7m) Captain & Crew Meal Build 2016
Private cruise from
$1,759.65
Half-day
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Catamaran Fountaine Pajot Ipanema 58 Milos

up to 20 58ft (17.8m) Captain & Crew Meal Build 2017
Private cruise from
$5,396.26
Half-day
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Need help deciding? We're here for you!
Frequently Asked Questions

Yes, you can cancel your reservation and you are entitled to a refund of up to 100% of the initial amount, based on the cancellation policy of the tour/cruise that appears on the product page.

Please visit the page of the tour you are interested in so that you can find out its cancellation policy or contact us. Furthermore, once you have made your reservation, an email with a link from which you can manage/cancel your reservation will be sent to you.

If the tour or cruise is cancelled due to bad weather conditions, you will be refunded the entire amount you paid unless you wish to change the date of your booking with no extra cost.

Yes, if your children are acquainted with the sea, they will love the catamaran ride. In addition, there is snorkeling equipment available on board. Don’t forget to take sunscreen, a hat and a light jacket with you.

Yes! On the page Yacht Charter & Boat Rental, you can see all the boats with which you can visit the nearby islands of Santorini! Please contact us for any advice or tour/cruise alteration you are interested in.

The Volcano Tours offer the opportunity to walk on the volcano and swim in its Hot Springs.

A Private Boat Tour is the perfect choice for your special occasion. Combine food, wine and the most spectacular sunset onboard and your proposal to your beloved person will be memorable.

Yes! Many people choose Private Catamaran Cruises (for large groups) or Private Motor Yacht Cruises to celebrate with their beloved companions. BBQ food, drinks, cocktails, friendly and discreet crew, music and lots of fun with a view of Santorini’s caldera or the famous sunset ꟷ what is better than this?

We recommend that you check the Romantic Honeymoon Experiences we have carefully chosen for you. Enjoy the enchanting sunset of Santorini while having dinner on board with local specialties, accompanied by the fine Santorinian wines or fancy cocktails.

Of course! If you are a big company, choose the Private Catamaran Cruises that offer spacious areas and therefore more comfort for your bachelor or wedding party. Ready for some fun on board?

It depends on the children’s age and preferences. If they are sporty and love exploration, you can choose one from the Volcano Tours. If they love swimming and diving, then they will be very pleased with a Catamaran Cruise. If you have very young children, perhaps a private tour, which will offer you more comfort and the ability to customize the itinerary, is ideal for you.

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Reviews by real customers for Sunset Oia Sailing Cruises
4.8
Excellent based on 1249 verified reviews
RF
Richard F. 23 Nov 2025

Wonderful experience!

CG
Craig G. Australia, 12 Nov 2025
Great day out

A great experience!, Well organized!

RR
Robert R. United States, 8 Nov 2025
Honeymoon in greece

A great experience!, Excellent!, Well organized! One of my favorite activities in Greece. We did the sunset cruise, and had an amazing time. The crew was excellent and very attentive to all guests. The food was great and the cruise itself was very relaxing.

LD
1 user found this review helpful
Laura D. United Kingdom, 31 Oct 2025
Perfect day

We spent 5 hours on this boat tour and it was great from beginning to end. The catamaran felt very luxurious, with lots of different comfortable seating areas so you could be in the sun or shade. The number of people allowed to join the trip was fairly low so there was plenty of space for everyone to relax. The buffet was good quality and there was plenty of food. The guide explained a bit about the island at each stop and anyone that wanted to could go for a swim. I'd highly recommend this experience.

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