
Italy Gay friendly Vacations
Book a Gay friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Gay friendly vacation packages in Italy
Price found within the past 48 hours. Click for updated prices.

Uptown Palace
Milan Centre
Price was ¥347,714, price is now ¥259,874 per person
¥259,874
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Milan (LIN)
8.6/10 Excellent! (1,001 reviews)
Great location. Walk to the duomo, shops and restaurants. Clean beautiful a very comfortable place to stay. I will return.
Reviewed on Jan 20, 2026
3 Night Gay friendly vacations in Italy
Price found within the past 48 hours. Click for updated prices.

Uptown Palace
Milan Centre
Price was ¥226,900, price is now ¥195,009 per person
¥195,009
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
8.6/10 Excellent! (1,001 reviews)
Great location. Walk to the duomo, shops and restaurants. Clean beautiful a very comfortable place to stay. I will return.
Reviewed on Jan 20, 2026
4 Night Gay friendly vacations in Italy
Price found within the past 48 hours. Click for updated prices.

Uptown Palace
Milan Centre
Price was ¥197,960, price is now ¥151,512 per person
¥151,512
per person
Mar 11 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
8.6/10 Excellent! (1,001 reviews)
Great location. Walk to the duomo, shops and restaurants. Clean beautiful a very comfortable place to stay. I will return.
Reviewed on Jan 20, 2026
Top Gay friendly Italy Hotels

Grand Hotel Timeo, A Belmond Hotel, Taormina
Via Teatro Greco 59 Taormina ME
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (210 reviews)
Breakast is served on a balcony overlooking a garden and Mountain View. Spectacular. Combination of amazing Italian buffet items and Ala carte menu items. Fantastic array of juices and fruit. Really great. Location is specular, practically built into the Antico Teatro and shopping district. Rooms ...
Reviewed on Oct 22, 2025

Villa Sant'Andrea, A Belmond Hotel, Taormina Mare
Via Nazionale, 137 Taormina ME
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (135 reviews)
Loved it!
The most beautiful hotel, wonderful staff, and incredible food!!!
Reviewed on May 26, 2025

Excelsior Hotel, SPA & Lido - Preferred Hotels & Resorts
Lungomare Nazario Sauro 30/34 Pesaro PU
Book a stay at this luxury hotel in Pesaro. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Big Sphere and Rocca Costanza Pesaro ...
9.2/10 Wonderful! (206 reviews)
Best hotel to stay in Pesaro . Great beach & breakfast. Very clean & tiday. Helpful staff.
Reviewed on Jul 10, 2025
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.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
