Celebrate Valentine's Day in Cyclades Islands (Updated 2026)

Cyclades Islands, Greece
Catamaran cruise in Mykonos with Meal, Drinks & Transport

Go on a half-day sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to …More

Likely to Sell Out
Likely to Sell Out

Go on a half-day sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to...

5 hours Hotel pickup offered Free Cancellation
5.0 (35)
from
$1,466
Santorini: Premium Small-Group Catamaran Cruise with Food/Drinks

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches …More

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches...

4 to 6 hours Hotel pickup offered Free Cancellation
4.9 (91)
from
$113
Santorini Private Tour in Spanish

Enjoy the highlights of stunning Santorini in a luxury, air-conditioned minivan on this half-day private tour. Explore the most beautiful spots of Santorini in the …More

Likely to Sell Out
Likely to Sell Out

Enjoy the highlights of stunning Santorini in a luxury, air-conditioned minivan on this half-day private tour. Explore the most beautiful spots of Santorini in the...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$68
Santorini Half-Day Luxury Private Cruise

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that …More

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that...

5 hours Hotel pickup offered Free Cancellation
5.0 (97)
from
$197
Private Wine Tour in 3 Wineries with 12 Wine Tastings and Tapas

Experience the rich wine culture of Santorini on a private tour guided by a local. Immerse yourself in the local wine-making process as you visit …More

Experience the rich wine culture of Santorini on a private tour guided by a local. Immerse yourself in the local wine-making process as you visit...

4 hours Hotel pickup offered Free Cancellation
5.0 (83)
from
$180
Shared Sunset Cruise from Pollonia to Polyaigos

Departing at 15:00, this semi-private sunset fishing cruise invites you to experience the Aegean during its most atmospheric hours, as daylight softens and the sea …More

Departing at 15:00, this semi-private sunset fishing cruise invites you to experience the Aegean during its most atmospheric hours, as daylight softens and the sea...

5 hours Free Cancellation
5.0 (24)
from
$107
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

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
$158
Santorini Wine Tour: Visit 3 Local Wineries with Tastings

Morning Tour Visit: Roussos Winery - Koutsogiannopoulos Winery Museum - Venetsanos Winery Afternoon Tour Visit: Venetsanos Winery - Roussos Winery - Aroma Avlis Winery A …More

Morning Tour Visit: Roussos Winery - Koutsogiannopoulos Winery Museum - Venetsanos Winery Afternoon Tour Visit: Venetsanos Winery - Roussos Winery - Aroma Avlis Winery A...

3 hours 30 minutes Free Cancellation
4.7 (151)
from
$141
Santorini All-inclusive Private Catamaran Cruise

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have …More

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have...

5 hours Hotel pickup offered Free Cancellation
5.0 (85)
from
$948
Private Full-Day Motor Yacht Cruise with Meal, Open Bar+Transfers

Roam around Santorini on a luxurious top-class 46-feet Targa Motor Yacht, departing from Vlychada Marina.and visit the island's highlights, such as the Red & White …More

Roam around Santorini on a luxurious top-class 46-feet Targa Motor Yacht, departing from Vlychada Marina.and visit the island's highlights, such as the Red & White...

10 hours Hotel pickup offered Free Cancellation
4.9 (90)
from
$531
Mykonos Sunset Cruise to Rhenia, 3D Self-Tour of Delos, Dinner

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life …More

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life...

5 hours Free Cancellation
4.9 (99)
from
$130
Athens Private Tour with pick up Acropolis & Major Highlights

Discover Athens in comfort and style on a private half-day tour designed around you. Travel in a premium Mercedes-Benz with an experienced local driver, complimentary …More

Discover Athens in comfort and style on a private half-day tour designed around you. Travel in a premium Mercedes-Benz with an experienced local driver, complimentary...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (77)
from
$38
Private Custom Land Tour in Santorini with a Local

When attending our tour, you will first be in the safe hands of our professional driver, who also speaks English and will provide you with …More

When attending our tour, you will first be in the safe hands of our professional driver, who also speaks English and will provide you with...

4 hours Hotel pickup offered Free Cancellation
5.0 (78)
from
$64
Skip the Queue, See Santorini! 5-Hour Cruise Tour with Water Taxi

All tours are carried out by a Greek professional local and friendly guide who grew up on Santorini and know all the island very well. …More

All tours are carried out by a Greek professional local and friendly guide who grew up on Santorini and know all the island very well....

5 hours Hotel pickup offered Free Cancellation
5.0 (64)
from
$621
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 …More

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
$141
The VIP Experience: A Full-Day Private Tour

For travelers with just a few hours to explore Santorini, it can be tough to figure out what to see, since this picturesque island is …More

For travelers with just a few hours to explore Santorini, it can be tough to figure out what to see, since this picturesque island is...

6 hours Hotel pickup offered Free Cancellation
5.0 (86)
from
$58
The Fastest Private Motor Yacht in Santorini - All Inclusive Tour

The powerful engines of a motor yacht reach further destinations in shorter time, creating a more complex and fulfilling cruising experience around Santorini and other …More

Likely to Sell Out
Likely to Sell Out

The powerful engines of a motor yacht reach further destinations in shorter time, creating a more complex and fulfilling cruising experience around Santorini and other...

5 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$190
Santorini Wine Tour with sunset in Oia

Taste the island's viniculture by joining the Sip of Santorini Wine Tour. Have an exclusive look at 2 different local wineries, including approximately 8 samples, …More

Likely to Sell Out
Likely to Sell Out

Taste the island's viniculture by joining the Sip of Santorini Wine Tour. Have an exclusive look at 2 different local wineries, including approximately 8 samples,...

6 hours Hotel pickup offered Free Cancellation
4.6 (56)
from
$124
Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, …More

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years,...

5 hours Hotel pickup offered Free Cancellation
5.0 (91)
from
$264
Santorini: Full-Day Catamaran Cruise, with Food|Drinks

Explore with us the majestic parts of the island and experience first class services. Discuss with the captain to create a unique tailor made cruise …More

Likely to Sell Out
Likely to Sell Out

Explore with us the majestic parts of the island and experience first class services. Discuss with the captain to create a unique tailor made cruise...

9 to 10 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$231
Antiparos & Despotiko Kaiki Cruise — Coves, Swim & BBQ

Set sail on a full-day traditional kaiki cruise and experience the hidden beauty of Antiparos and Despotiko from the sea. Bring your swimsuit, beach towel, …More

Set sail on a full-day traditional kaiki cruise and experience the hidden beauty of Antiparos and Despotiko from the sea. Bring your swimsuit, beach towel,...

6 hours 15 minutes Free Cancellation
4.7 (155)
from
$102
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