Greek Islands Romantic Vacations
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Top Romantic vacation packages in Greek Islands
Price found within the past 48 hours. Click for updated prices.
- Desiterra Resort & Spa
Oct 9 - Oct 14Desiterra Resort & Spa + Flight
Santorini4 nights5.0 star property9.6/10 - Exceptional (239 reviews)"Just returned from a 10 day stay here, it was perfect! Away from the busy towns and villages, a peaceful sanctuary after day trips etc! We stayed in a Signature villa with sea view & private infinity pool, our teenage son stayed in the upper floor, which gave him his own space. We loved having our own pool & view was stunning! Villa was immaculate, cleaners do a great job every day. There is a small kitchen with fridge freezer compartment, cupboards & sink which was really handy. The staff are..."Reviewed July 31, 2026Roundtrip • Boston (BOS) - Santorini (JTR)BOS - JTR • 1 stop JTR - BOS • 1 stop$1,767$1,475found 1 day agoper traveler - Amirandes, A Resort to Live
Oct 13 - Oct 18Amirandes, A Resort to Live + Flight
Hersonissos4 nights5.0 star property9.4/10 - Exceptional (231 reviews)"Nice hotel breakfast was great dinner was fabulous toooooo expensive i guess it is for the rich and famous cheers, peter"Reviewed July 30, 2026Roundtrip • Boston (BOS) - Heraklion (HER)BOS - HER • 1 stop HER - BOS • 1 stop$2,182$1,656found 1 day agoper traveler - Volcano View Hotel Santorini
Oct 9 - Oct 14Volcano View Hotel Santorini + Flight
Santorini4 nights5.0 star property9.4/10 - Exceptional (1,002 reviews)"The check-in was very friendly and helpful. The breakfast offered a variety of dishes, and the wait staff was very courteous and helpful. The accommodation was neat and clean with 2 windows providing light and fresh air. The bed was comfortable. The road directly in front of hotel was extremely busy with traffic and very noisy. If you wanted to go for a walk, it would not be peaceful and much care needed to be taken to keep safe with all the traffic and narrow space to walk at some points on the..."Reviewed July 31, 2026Roundtrip • Boston (BOS) - Santorini (JTR)BOS - JTR • 1 stop JTR - BOS • 1 stop$2,026$1,574found 1 day agoper traveler - Esperas Santorini
Sep 24 - Sep 28Esperas Santorini + Flight
Santorini3 nights4.0 star property9.6/10 - Exceptional (345 reviews)Roundtrip • Boston (BOS) - Santorini (JTR)BOS - JTR • 1 stop JTR - BOS • 1 stop$2,072$1,679found 1 day agoper traveler - Aulus Chania All-Inclusive Resort, Curio Collection by Hilton - Adults Only
Oct 5 - Oct 11Aulus Chania All-Inclusive Resort, Curio Collection by Hilton - Adults Only + Flight
Chania5 nights5.0 star property9.6/10 - Exceptional (5 reviews)"Amazing hotel, very friendly staff and great facilities"Reviewed June 7, 2026Roundtrip • New York (JFK) - Chania (CHQ)JFK - HER • 1 stop HER - JFK • 1 stop$1,905$1,569found 1 day agoper traveler
Discover the most popular places to visit in Greek Islands
Top Romantic Greek Islands Hotels
9.2 out of 10, Wonderful, (210 reviews)
9.2/10
Wonderful
(210 reviews)
"Beautiful boutique hotel, super friendly helpful staff, immaculately clean and well kept, lovely relaxing vibe."
$121 nightly
The price is $149
$149 total
Aug 25 - Aug 26
Total with taxes and fees
8.6 out of 10, Excellent, (985 reviews)
8.6/10
Excellent
(985 reviews)
"It was good"
$77 nightly
The price is $94
$94 total
Aug 13 - Aug 14
Total with taxes and fees
9.6 out of 10, Exceptional, (589 reviews)
9.6/10
Exceptional
(589 reviews)
"The propery was extremely clean, and the staff was very helpful!! WE LOVED the breakfast too!"
$131 nightly
The price is $155
$155 total
Aug 26 - Aug 27
Total with taxes and fees
GDM Megaron Historical Monument Hotel
GDM Megaron Historical Monument Hotel5.0 star property
115.3 mi from Greek Islands
9.8 out of 10, Exceptional, (1,004 reviews)
9.8/10
Exceptional
(1,004 reviews)
$157 nightly
The price is $179
$179 total
Aug 7 - Aug 8
Total with taxes and fees
9.6 out of 10, Exceptional, (239 reviews)
9.6/10
Exceptional
(239 reviews)
"Just returned from a 10 day stay here, it was perfect! Away from the busy towns and villages, a peaceful sanctuary after day trips etc! We stayed in a Signature villa with sea view & private infinity pool, our teenage son stayed in the upper floor, which gave him his own space. We loved having our own pool & view was stunning! Villa was immaculate, cleaners do a great job every day. There is a small kitchen with fridge freezer compartment, cupboards & sink which was really handy. The staff are...
$221 nightly
The price is $268
$268 total
Aug 7 - Aug 8
Total with taxes and fees
9.0 out of 10, Wonderful, (911 reviews)
9.0/10
Wonderful
(911 reviews)
"A couple of the front desk staff acted imposed upon if you had a question. One staff member tried to be as least helpful as possible. It felt rushed in the breakfast area, although to the defense of the staff, it was likely the hotel management that was the underlying cause."
$123 nightly
The price is $146
$146 total
Aug 3 - Aug 4
Total with taxes and fees
Sandblu Santorini, LXR Hotels & Resorts
Sandblu Santorini, LXR Hotels & Resorts5.0 star property
46.5 mi from Greek Islands
10.0 out of 10, Exceptional, (83 reviews)
10/10
Exceptional
(83 reviews)
$450 nightly
The price is $527
$527 total
Aug 21 - Aug 22
Total with taxes and fees
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
$165 nightly
The price is $205
$205 total
Sep 1 - Sep 2
Total with taxes and fees
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.
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.
How to find a romantic Greek Islands vacation
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 $1,475. 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?