Greek Islands Romantic Vacations 2026

Top Romantic vacation packages in Greek Islands

Price found within the past 48 hours. Click for updated prices.

Afroessa Hotel by Caldera Houses

Save 100% on your flight

$426

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Athens (ATH) to Thira (JTR)

9.6/10 Exceptional! (201 reviews)

Great stay! The place and room was clean, comfortable, and the view is absolutely beautiful. The staff was friendly and helpful throughout my stay. I would definitely recommend it and would happily stay here again.

Reviewed on Aug 30, 2026

Avra Imperial Hotel

$790

per person

Oct 5 - Oct 8

found 14 hours ago

Roundtrip non-stop flight included

Tbilisi (TBS) to Chania (CHQ)

9/10 Wonderful! (269 reviews)

Villaki Oia

$2,549

per person

Oct 8 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Thira (JTR)

9.8/10 Exceptional! (148 reviews)

Beautiful hotel location and helpful friendly staff.

Reviewed on Aug 20, 2026

Boheme Mykonos Town - Small Luxury Hotels of the World

$2,023

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Houston (HOU) to Mykonos (JMK)

9.4/10 Exceptional! (192 reviews)

This is my second time here from nyc and I would come back next year

Reviewed on Aug 17, 2026

Cosmopolitan Suites

$2,399

per person

Oct 15 - Oct 21

found 18 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Thira (JTR)

9.8/10 Exceptional! (287 reviews)

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5* Romantic vacations in Greek Islands

Price found within the past 48 hours. Click for updated prices.

Avra Imperial Hotel

$790

per person

Oct 5 - Oct 8

found 14 hours ago

Roundtrip non-stop flight included

Tbilisi (TBS) to Chania (CHQ)

9/10 Wonderful! (269 reviews)

Villaki Oia

$2,549

per person

Oct 8 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Thira (JTR)

9.8/10 Exceptional! (148 reviews)

Beautiful hotel location and helpful friendly staff.

Reviewed on Aug 20, 2026

Boheme Mykonos Town - Small Luxury Hotels of the World

$2,023

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Houston (HOU) to Mykonos (JMK)

9.4/10 Exceptional! (192 reviews)

This is my second time here from nyc and I would come back next year

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

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3 Night Romantic vacations in Greek Islands

Price found within the past 48 hours. Click for updated prices.

Afroessa Hotel by Caldera Houses

Save 100% on your flight

$426

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

Athens (ATH) to Thira (JTR)

9.6/10 Exceptional! (201 reviews)

Reviewed on Aug 30, 2026

Boheme Mykonos Town - Small Luxury Hotels of the World

$998

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Frankfurt (FRA) to Mykonos (JMK)

9.4/10 Exceptional! (192 reviews)

This is my second time here from nyc and I would come back next year

Reviewed on Aug 17, 2026

Dana Villas & Infinity Suites

$471

per person

Nov 6 - Nov 9

found 12 hours ago

Roundtrip non-stop flight included

Thessaloniki (SKG) to Thira (JTR)

9.2/10 Wonderful! (189 reviews)

Amazing location and views! It was expensive but worth it for our 2 days stay!

Reviewed on Jul 13, 2026

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4 Night Romantic vacations in Greek Islands

Price found within the past 48 hours. Click for updated prices.

De Sol Spa Hotel

$705

per person

Nov 11 - Nov 15

found 14 hours ago

Roundtrip non-stop flight included

Frankfurt (FRA) to Thira (JTR)

9.4/10 Exceptional! (550 reviews)

Boheme Mykonos Town - Small Luxury Hotels of the World

$1,659

per person

Oct 11 - Oct 14

found 1 hour ago

Roundtrip non-stop flight included

New York (NYC) to Mykonos (JMK)

9.4/10 Exceptional! (192 reviews)

This is my second time here from nyc and I would come back next year

Reviewed on Aug 17, 2026

Homeric Poems

$1,505

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Thira (JTR)

10/10 Exceptional! (480 reviews)

Amazing hotel, location, views of the caldera, staff, breakfast 10/10

Reviewed on Sep 1, 2026

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How can I find the best Greek Islands vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Greek Islands romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Greek Islands?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Greek Islands?

Put a price on love with stunning deals for duos starting at just $426. Prices and availability are subject to change. Additional terms may apply.

Can I book Greek Islands spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Greek Islands?

To book a loved-up break in Greek Islands, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Greek Islands with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Greek Islands romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Greek Islands Hotels

Santorini Princess Spa Hotel

Imerovigli Santorini Santorini Island

3 hours drive from Heraklion Port

Fall in love again at this upscale hotel. You and your special someone are sure to love the hot tub, spa, and ocean-view dining. You'll also appreciate the luxury ...

10/10 Exceptional! (1,001 reviews)

Couples like: adults only property, full-service spa, restaurant with ocean view, hot tub

Travelers say...

"We had a great stay and the staff are all amazing, from the reception, restaurant, room service and the drivers. They make our stay extra memorable, the highlights were the sunset dinner at Memoria"

Reviewed on Sep 2, 2026

Absolute Bliss

Imerovigli Santorini Santorini Island

3 hours drive from Heraklion Port

Book a stay at this romantic hotel, featuring in-room massages and al fresco dining. Couples will appreciate the premium mattresses, luxury bedding, and rooftop ...

10/10 Exceptional! (648 reviews)

Couples like: adults only property, al fresco dining

Travelers say...

"Lovely experience, very beautiful rooms and view, you never forget staying at this hotel. I highly recommend to everyone come to Santorini. 35 minutes walk to Fira and 2 hours walk to Oia."

Reviewed on Sep 1, 2026

Petit Palace

Fira Santorini Santorini Island

3 hours drive from Heraklion Port

Book a stay at this romantic hotel, featuring in-room massages and onsite dining. Couples will appreciate the luxury bedding, terrace, and outdoor pool.

9.8/10 Exceptional! (580 reviews)

Couples like: adults only property, bar

Travelers say...

"Staff were incredible and so helpful with making sure we had the best time in Santorini. Anything we wanted to do we asked them and they made arrangement for us!"

Reviewed on Aug 21, 2026

See all 56,341 properties in Greek Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.