Top Cyclades Islands Sunset Cruises

Q: Which Cyclades Islands Sunset Cruises have Instant Confirmation?

Cyclades Islands Sunset Cruises with Instant Confirmation include: Private Beautiful Day or Romantic Sunset Cruise with Meal and Drinks Santorini Volcanic Sunset Cruise Santorini Sunset Cruise in Caldera Santorini Sunset cruise Santorini Traditional Villages and Oia Sunset Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Cyclades Islands Sunset Cruises have Hotel Pickup?

No problem. These Cyclades Islands Sunset Cruises include Hotel Pickup: Private Beautiful Day or Romantic Sunset Cruise with Meal and Drinks Santorini Traditional Villages and Oia Sunset Tour Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset Santorini Sunset Cruise Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks View all Tours with Hotel Pickup →

Q: Got any more Cyclades Islands trip ideas?

We sure do. Check out our curated lists of hand-picked Cyclades Islands Tours. Top 10 Cyclades Islands 2026 Senior-friendly tours Cyclades Islands The best tours and activities for culture lovers in Cyclades Islands Top Day Trips from Cyclades Islands Things to do in Cyclades Islands this summer View all Cyclades Islands Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Cyclades Islands?

Based on our sales data over the past year, the most popular styles of tours and activities in Cyclades Islands are: Cyclades Islands Luxury & Special Occasions Cyclades Islands Luxury Tours Cyclades Islands Tours & Sightseeing Cyclades Islands Half-day Tours Cyclades Islands Cruises, Sailing & Water Tours View all tour styles in Cyclades Islands →

Santorini Volcano Sunset Cruise with Dinner

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from …More

Santorini, Greece

4.4 (27)

Santorini Volcano Sunset Cruise with Dinner

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from...

6 hours 5 minutes Hotel pickup offered Free Cancellation

4.4 (27)

from
$129

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of the nearby Rhenia island or the famous Mykonian southern coast …More

Mykonos, Greece

4.9 (1,192)

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

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of the nearby Rhenia island or the famous Mykonian southern coast...

5 hours Hotel pickup offered Free Cancellation

4.9 (1,192)

from
$136

Sunset cruise to Rhenia& Little Venice with transfer

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass …More

Mykonos, Greece

4.9 (20)

Sunset cruise to Rhenia& Little Venice with transfer

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass...

4 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$136

Santorini Caldera Panorama Winter Cruise All Inclusive

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire …More

Santorini, Greece

4.8 (62)

Santorini Caldera Panorama Winter Cruise All Inclusive

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire...

5 hours Hotel pickup offered Free Cancellation

4.8 (62)

from
$137

Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches …More

Mykonos, Greece

4.9 (127)

Mykonos Catamaran Sunset Cruise with Meal, Drinks & Transfer

Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches...

4 hours Hotel pickup offered Free Cancellation

4.9 (127)

from
$142

Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be …More

Santorini, Greece

4.9 (87)

Sunset Caldera Sailing Cruise

Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be...

5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$143

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

Santorini, Greece

5.0 (452)

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Hotel pickup offered Free Cancellation

5.0 (452)

from
$146

Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black …More

Santorini, Greece

4.9 (32)

Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black...

5 hours Hotel pickup offered Free Cancellation

4.9 (32)

from
$148

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

Santorini, Greece

5.0 (7,655)

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Free Cancellation

5.0 (7,655)

from
$148

Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

The sunset sailing trip is unique experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most luxurious …More

Santorini, Greece

4.9 (378)

Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

The sunset sailing trip is unique experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most luxurious...

5 hours Hotel pickup offered Free Cancellation

4.9 (378)

from
$148

Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet …More

Santorini, Greece

4.9 (222)

Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet...

5 hours Hotel pickup offered Free Cancellation

4.9 (222)

from
$149

Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi …More

Santorini, Greece

4.8 (23)

Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (23)

from
$153

Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, …More

Mykonos, Greece

4.6 (28)

Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice,...

4 to 5 hours Hotel pickup offered Free Cancellation

4.6 (28)

from
$155

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

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada …More

Santorini, Greece

4.9 (87)

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

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada...

5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$160

Make the most out of your time in Santorini with this relaxing and tranquil sunset sail on a catamaran. Enjoy the splendid views from the …More

Santorini, Greece

5.0 (1)

Sunset Catamaran Cruise Tahiti

Make the most out of your time in Santorini with this relaxing and tranquil sunset sail on a catamaran. Enjoy the splendid views from the...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko …More

Milos, Greece

4.9 (28)

Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko...

6 hours Free Cancellation

4.9 (28)

from
$166

Santorini Luxury Caldera Cruise with Greek Meal & Hotel Pickup

Witness unparalleled views of the sunset on board our catamaran yacht under the cliffs of Oia, - at the old port of Ammoudi Bay which …More

Santorini, Greece

5.0 (64)

Santorini Luxury Caldera Cruise with Greek Meal & Hotel Pickup

Witness unparalleled views of the sunset on board our catamaran yacht under the cliffs of Oia, - at the old port of Ammoudi Bay which...

5 hours Hotel pickup offered Free Cancellation

5.0 (64)

from
$171

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

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red …More

Santorini, Greece

4.9 (953)

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

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red...

5 hours Free Cancellation

4.9 (953)

from
$182

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach …More

Santorini, Greece

5.0 (40)

Santorini Private Catamaran Cruise

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach...

5 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$183

Private Sunset Cruise with Full Greek Dinner

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri …More

Santorini, Greece

5.0 (49)

Private Sunset Cruise with Full Greek Dinner

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri...

5 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$187

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Cyclades Islands Sunset Cruises?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Cyclades Islands Sunset Cruises are:

What are the best kid-friendly options for Cyclades Islands Sunset Cruises Tours?

Which Cyclades Islands Sunset Cruises have Instant Confirmation?

Which Cyclades Islands Sunset Cruises have Free Cancellation?

Cyclades Islands Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Cyclades Islands Sunset Cruises have Hotel Pickup?

Got any more Cyclades Islands trip ideas?

What are the most popular styles of Tours and Activities in Cyclades Islands?