Skip to main content

Easy cancellation

16,000 activities in 35 countries

2 million+ happy customers

Destinations Gift vouchers Blog

Take a sailing tour and let the wind take you to unique locations

Compare offersBest pricesEasy booking

Greece Cyclades Santorini

Private Sailing Trips Oía

3 Offers with the Best Prices 2026/2027

Sort by:

Select date

Popular Options

Free Cancellation

Included services

Food & Drinks

Pickup

Food

Drinks

Aperitif

Ideal for

Swimming

Snorkeling

Sightseeing

Sunset

Wildlife watching

Party

Fishing

Accessible to wheelchairs

Accessible to strollers

Suitable for pregnant women

Winter activities

Languages

English

Dutch

German

French

Italian

Spanish

Czech

Polish

Hungarian

Danish

Swedish

Finnish

Russian

Slovenian

Slovak

Portuguese

Croatian

Chinese

Duration

Morning

Afternoon

Full day

Popular Options

Free Cancellation

Included services

Food & Drinks

Pickup

Food

Drinks

Aperitif

Ideal for

Swimming

Snorkeling

Sightseeing

Sunset

Wildlife watching

Party

Fishing

Accessible to wheelchairs

Accessible to strollers

Suitable for pregnant women

Winter activities

Languages

English

Dutch

German

French

Italian

Spanish

Czech

Polish

Hungarian

Danish

Swedish

Finnish

Russian

Slovenian

Slovak

Portuguese

Croatian

Chinese

Duration

Morning

Afternoon

Full day

Private Sailing with an exclusive half-day cruise to enjoy the surroundings of Santorini and share this unforgettable adventure.

Private Sailing Cruise around Santorini Caldera with Swimming in Thirasia

Angel Sailing Santorini

Starting from: Vlychada

Free cancellation

Pickup available

Pickup available

Check availability

Private Sunset Sailing Cruise with a View of Caldera and Oia from Angel Sailing Santorini.

Private Sunset Sailing Cruise with a View of Caldera and Oia

Angel Sailing Santorini

Starting from: Vlychada

Free cancellation

Pickup available

Pickup available

Check availability

Full Day Private Sailing Cruise to Discover Santorini from Angel Sailing Santorini.

Full Day Private Sailing Cruise to Discover Santorini

Angel Sailing Santorini

Starting from: Vlychada

Free cancellation

Pickup available

Pickup available

Check availability

Offers available nearby

What customers love about boat trips in Oía

5.0

4 reviews

During the Private Volcanic Cruise with a hike on the Volcano the Crew of Santorini Sailing Cruises will show their guests the secret volcanic spots of the island.

Spiridakos Sailing Cruises Santorini

Santorini Private Volcanic Day Cruise at Caldera & Volcano Hike

Florence · Group of friends

A great time, great crew, I highly recommend!

A woman enjoys the Private Sunset Boat Trip with Volcano Hike with Spiridakos Sailing Cruises Santorini.

Spiridakos Sailing Cruises Santorini

Santorini Private Volcanic Sunset Cruise at Caldera & Volcano Hike

Miriam+Diana · Couple

The cruise was absolutely amazing, all the crew in the boat Happy Day ( Mimosa, Edrian and Captain Alex) were really friendly and made us have fun and enjoy the sunset. I deeply recommend the cruise. Also the organization outside the boat was really neat. Congratulations

Popular Boat Tour Providers in Oía

Angel Sailing Santorini

null-null-hero

Free cancellation for all offers

This was an absolute dream of a trip. George was so knowledgeable and also so accommodating, he explained the trip before we sailed so there was so surprises. Sailing the yacht without the motor as the sun was setting was magical. The food was top class, as good as many restaurants. Anyone thinking of doing a yacht cruise should definitely use these. You will have a fabulous experience

Similar activities in Oía

Sailing Cruise around Santorini Caldera with Swimming in Thirasia from Angel Sailing Santorini.

Beach Boat Trips Oía

25 offers

Catamaran on water during Catamaran Trip in Santorini to the Hot Springs & Red Beach from Sunset Oia Santorini.

Catamaran Trips Oía

17 offers

A catamaran on the blue sea of the Aegean Sea during the Private Morning Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.

Boat Trips with Lunch Oía

15 offers

Santorini visited during the Day Trip from Rethymno to Santorini with Guided Tour and Pick up from Platanos Tours Crete.

14 offers

Photo of the catamaran at sunset used for the Premium Catamaran Tour to the Hot Springs with BBQ at sunset with Spiridakos Sailing Cruises Santorini.

Half-Day Trips Oía

14 offers

A catamaran with the colorful backdrop of the sunset during the Private Sunset Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.

Island Trips Oía

13 offers

A woman enjoys the Private Sunset Boat Trip with Volcano Hike with Spiridakos Sailing Cruises Santorini.

Sunset Boat Trips Oía

13 offers

Sunset Sailing Cruise with views of the Caldera, Firá & Oia from Angel Sailing Santorini.

Boat Trips with Dinner Oía

9 offers

Catamaran on the water, with the sunset in the back.

Boat Trips with Aperitif Oía

6 offers

Catamaran on the water, with the sunset in the back.

Yacht Trips Oía

5 offers

Got a question before booking?

Nadja

Jerry

Your activity expertsAnswered by our team or an AI assistant for a faster reply.

* First name

* Email address

* Phone number

We'll only use the provided contact information to follow up, in line with our privacy policy.

Discover more with checkyeti

View of the Rib Boat Sea Water 550 that you can rent with our Boat Rental in Arbatax (up to 4 people) with Flamar Vacanze Arbatax.

Boat Rental with Skipper Italy

184 offers

Private Sunset Sailboat Trip from Portocolom to the East Coast from Caribia Sailing Alcúdia.

Private Boat Tours Manacor & East Coast

7 offers

Private Luxury RIB Boat Trip from Gouvia to the Diapontia Islands from SeaDreamers Boat Tours.

RIB Boat Hire and Trips Corfu

7 offers

Private Boat Trip from Milazzo to Panarea & Stromboli by Night from Sky Sea Charter Milazzo.

Boat Trips to Coves Milazzo

5 offers

A couple standing on the beach of the balos lagoon during their Private Boat Trip to the Balos Lagoon & Gramvousa from Kissamos with Chania Balos Cruises.

Boat Rental with Skipper Falasarna Beach

5 offers

A group of rafters is paddling along the river during their Rafting for Adventurers on the Ziller with Freiluftakademie.

Rafting for Beginners Zillertal

4 offers

View of a woman on a kayak in crystal clear waters during the Guided Morning Kayak Tour to Proratora Island with Fruits & Snorkeling with Ecosport Sardinia Olbia.

Kayak & Canoe Tavolara

3 offers

The front of our biggest boat where you can relax during the Boat Rental in Ouranoupoli (up to 8 people) without Licence with Rent a Boat Lampou.

Boat Rental with Dogs and Pets Drenia Island

3 offers

View of the Afrodite boat used for the Boat Trip from Marettimo to Favignana and Levanzo with Swimming Stops with Aegates Rent Boat Marettimo.

Boat Trips with Aperitif Marettimo

3 offers

The stunning Faraglioni della Baia delle Zagare can be admired during this Private RIB Boat Trip to the Marine Caves from Vieste with La Darsena Vieste.

Private Boat Tours Arco di San Felice

3 offers

More on checkyeti

Boat Rental Sliema Zeus Cave, Agios Nikolaos (Crete), Crete, Greece Island Trips Sykia Cave Sunset Boat Trips Porticcio Boat Trips with Dogs and other Pets Halkidiki (Chalkidiki)Boat Trips suited for Wheelchairs Syracuse region Luxury Boat Trips Baths of Aphrodite:Day Boat Trips at Sunset Oía Boat Trips with Vegan dishes GRSE Waterfall Boat Rental Alikanas Ski Lessons Saanenmöser Discover Scuba Diving St. Julian's (San Ġiljan)

Customer reviews

3363 Reviews on

4.3 Excellent | 1856 reviews

As seen on:

Company

Newsletter Press kit

Providers

Provider login Work with us

Support

Privacy

Terms Privacy policyAccessibility

Secure payment

© checkyeti 2026 · ImprintMade in Austria, Switzerland & France

Official partner

Connect with us