Windward Islands Vacations from ￥225,687
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The Latest Windward Islands Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Grand Hotel Olympic
Rome City Centre
Price was ￥307,601, price is now ￥225,687 per person
￥225,687
per person
Jul 9 - Jul 13
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Rome (FCO)
7.6/10 Good! (1,104 reviews)
Fantastically helpful lady on front desk (just returned from time off), clean good sized family room, nice breakfast, great location. Would recommend and family friendly. Only downside was no kettle in our room and the total has no bar or ability to buy drinks/snacks outside of breakfast hours which, after a lot of walking each day, was missed.
Reviewed on May 17, 2026
SIRTAJ - Beverly Hills
South of Wilshire
Price was ￥535,426, price is now ￥335,917 per person
￥335,917
per person
Jul 5 - Jul 12
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Los Angeles (LAX)
8.2/10 Very Good! (1,005 reviews)
I still haven’t got my 150 deposit back yet and it has been 2 months
Reviewed on May 18, 2026
Hotel Delle Civette
Nomentano
Price was ￥351,516, price is now ￥235,241 per person
￥235,241
per person
Jul 9 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Rome (FCO)
9.4/10 Exceptional! (301 reviews)
Beautiful room, location was outside the busy city but with easy access to the main centre by bus/metro. Really enjoyed our stay here, 5 stars
Reviewed on Apr 27, 2026
Albergo Etico Roma
Flaminio
Price was ￥344,081, price is now ￥247,658 per person
￥247,658
per person
Jul 9 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Rome (FCO)
9.6/10 Exceptional! (361 reviews)
Great location. 5 minutes from Metro station.
If you enjoy walking, you can walk to Spanish Steps, Trevi Fountain, Pantheon, etc
Would definitely stay there again
Reviewed on Apr 26, 2026
Hotel Le Petit
Rome City Centre
Price was ￥361,494, price is now ￥262,578 per person
￥262,578
per person
Jul 9 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Rome (FCO)
10/10 Exceptional! (1 review)
The location is great in the Termini train station area. The hotel has good family rooms, perfect refrigerator, and free breakfast. The staff is great-good value for one night stay.
Reviewed on May 8, 2026
Find the Best Windward Islands Vacation Packages
Windward Islands Hotel Deals
Coconut Bay Beach Resort & Spa All Inclusive
Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,020 reviews)
"Positives: Food, pools, bars, room view, staff The food at every restaurant was excellent. We have been to two resorts in Mexico, two in DR and this one. This is by far the all-around best food at an all-inclusive resort that we have ever had. You must have the French-toasted croissant at the Veranda ..."
Reviewed on May 18, 2026
Radisson Grenada Beach Resort
Grand Anse St. George's
Fully refundable
The price is ￥41,288 per night from Jun 17 to Jun 18
￥41,288
￥49,546 total
Jun 17 - Jun 18
includes taxes & fees
8.4/10 Very Good! (1,609 reviews)
"Personally I like the place but sometimes the front desk ladies very rude. All others very nice ."
Reviewed on May 18, 2026
Siesta Hotel
Morne Rouge Street St. George's
The price is ￥11,583 per night from May 20 to May 21
￥11,583
￥13,899 total
May 20 - May 21
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The hotel is clean, but can benefit from an upgrade in some areas,one of the locks on the door to my room wasn't locking even though the maintenance technician said he would have fixed it. The staff are friendly and keeps the hotel clean and tidy,but some don't understand English very well , which ..."
Reviewed on May 18, 2026
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.
Discover the most popular places to visit in Windward Islands
Pigeon Island National Landmark
Explore the historic British forts for a sense of the fascinating history and climb the two peaks of this headland.
La Toc Beach
Soak up St. Lucia’s sunny weather at this beautiful Caribbean beach where the water is clear and inviting and the sand powdery soft.
Reduit Beach
Ride a Jet Ski, laze on the sand and enjoy a cool drink at the bar on this scenic beach set against a backdrop of verdant hills.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
