Greek Islands Romantic Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Greek Islands

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

Afroessa Hotel by Caldera Houses

$1,185

per person

Nov 7 - Nov 9

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Thira (JTR)

9.6/10 Exceptional! (210 reviews)

This property was right on the Caldera and provided beautiful views. The staff was very helpful and accommodating. I would stay here again.

Reviewed on Oct 2, 2026

Fanari Villas Santorini

$1,337

per person

Nov 7 - Nov 9

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Thira (JTR)

9.4/10 Exceptional! (329 reviews)

De Sol Spa Hotel

$1,724

per person

Dec 7 - Dec 13

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Thira (JTR)

9.4/10 Exceptional! (554 reviews)

a beautiful experience in santorini

Reviewed on Sep 24, 2026

Aqua Luxury Suites

$2,121

per person

Dec 7 - Dec 13

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Thira (JTR)

9.4/10 Exceptional! (228 reviews)

Dana Villas & Infinity Suites

$1,216

per person

Nov 7 - Nov 9

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Thira (JTR)

9.2/10 Wonderful! (193 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

View all trips

5* Romantic vacations in Greek Islands

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

De Sol Spa Hotel

$1,724

per person

Dec 7 - Dec 13

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Thira (JTR)

9.4/10 Exceptional! (554 reviews)

a beautiful experience in santorini

Reviewed on Sep 24, 2026

Aqua Luxury Suites

$2,121

per person

Dec 7 - Dec 13

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Thira (JTR)

9.4/10 Exceptional! (228 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

View all trips

3 Night Romantic vacations in Greek Islands

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

Dana Villas & Infinity Suites

$1,411

per person

Nov 7 - Nov 10

found 3 hours ago

Roundtrip flight included

Detroit (DTW) to Thira (JTR)

9.2/10 Wonderful! (193 reviews)

Fanari Villas Santorini

$1,868

per person

Nov 27 - Nov 30

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Thira (JTR)

9.4/10 Exceptional! (329 reviews)

Aqua Luxury Suites

$2,112

per person

Dec 17 - Dec 20

found 21 hours ago

Roundtrip flight included

Seattle (SEA) to Thira (JTR)

9.4/10 Exceptional! (228 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

View all trips

4 Night Romantic vacations in Greek Islands

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

De Sol Spa Hotel

$1,375

per person

Nov 13 - Nov 17

found 1 hour ago

Roundtrip flight included

Chicago (ORD) to Thira (JTR)

9.4/10 Exceptional! (554 reviews)

a beautiful experience in santorini

Reviewed on Sep 24, 2026

Fanari Villas Santorini

$2,205

per person

Nov 15 - Nov 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Thira (JTR)

9.4/10 Exceptional! (329 reviews)

Dana Villas & Infinity Suites

$1,578

per person

Nov 6 - Nov 10

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Thira (JTR)

9.2/10 Wonderful! (193 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Greek Islands

View all trips

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 $1,185. 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! (1,006 reviews)

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

Travelers say...

"The property is a concrete set of steps. Slippery with no railings. On the day of arrival, we were getting a tour when my wife slipped on the stairs with no safety railing. She tumbled and flipped over and over all the way to the bottom hitting her head and body several times. They took her to the ..."

Reviewed on Oct 5, 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 ...

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.

See all 56,588 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.