Title: San Simone Vacation Packages & Trips 2025/2026 from CA $1,344 | Expedia.ca [Hotels in San Simone](https://expedia.ca/San-Simone-Hotels.d553248623259039430.Travel-Guide-Hotels)[Vacation Rentals in San Simone](https://expedia.ca/San-Simone-Vacation-Rentals.d553248623259039430.Travel-Guide-VacationRentals)[San Simone Car Rentals](https://expedia.ca/Car-Rentals-In-San-Simone.d553248623259039430.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # San Simone Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 #### Your San Simone Vacation Lock in a San Simone vacation package and get set to experience the highlights of this city. Consider basing yourself in the neighborhood of Galatina Historic Centre, which is good for history, views and walking. [Baia Verde Beach](https://www.expedia.ca/Baia-Verde-Beach-Italy.d6266733.Vacation-Attraction), [Gallipoli Fish Market](https://www.expedia.ca/Gallipoli-Fish-Market-Gallipoli-Historic-Center.d553248621533001019.Vacation-Attraction) and [Lido Conchiglie Beach](https://www.expedia.ca/Lido-Conchiglie-Beach-Gallipoli.d553248635977031352.Vacation-Attraction) are just some of the sights worth checking out during your trip to San Simone. That dream San Simone vacation is just a few clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style. ## Top San Simone Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Grande Albergo Internazionale](https://images.trvl-media.com/lodging/4000000/3650000/3644100/3644041/066a2ec4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grande Albergo Internazionale Brindisi Historic Center CA $1,344 per person Nov 29 - Dec 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Brindisi (BDS) 8.2/10 Very Good! (410 reviews) Property was well situated in the old port with lovely views and several restaurants within walking distance. The room itself was a little dated and run down, but clean and spacious. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-04/?FromAirport=YYZ&Destination=BDS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3644041&paandie=true&dealMarker=o-VptUOyo6Gfx1un066UMA6xcFBL0DlFKEZKcHU3DIlb5P6LWf5phXWViFNLbaEi) ![Chiostro dei Domenicani](https://images.trvl-media.com/lodging/77000000/76330000/76328200/76328126/ad475463_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chiostro dei Domenicani CA $1,470 per person Nov 29 - Dec 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Brindisi (BDS) 9.6/10 Exceptional! (92 reviews) Beautiful property, great staff, amazing breakfast and gorgeous grounds. If they had parking on site it would be better. Reviewed on Jul 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-04/?FromAirport=YYZ&Destination=BDS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=76328126&paandie=true&dealMarker=f7ItZE713fY5k-vqiJsZn8ZqQftPeWF9ZhJAT7J0YHsEg6_bXvqd9hTXEtqapiLx) ![Masseria Corsano](https://images.trvl-media.com/lodging/76000000/75960000/75958500/75958410/e028c763_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Masseria Corsano CA $1,807 per person Nov 29 - Dec 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Brindisi (BDS) 9.8/10 Exceptional! (23 reviews) Most amazing stay there!!! It’s so perfect and lovely! Thanks to the wonderful staff for everything. We came with our 4 months old and we’re so welcomed !! Grazie per tutto Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-04/?FromAirport=YYZ&Destination=BDS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=75958410&paandie=true&dealMarker=o-VptUOyo6Gfx1un066UMC81LgxyZOeftvkaCfCfSmrINQg6-lCKNMFDuStf_OyZ) ![Patria Palace Hotel Lecce - Leading Hotels of the World](https://images.trvl-media.com/lodging/1000000/90000/83500/83466/2fa187d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Patria Palace Hotel Lecce - Leading Hotels of the World Lecce Historic Center CA $1,614 per person Nov 29 - Dec 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Brindisi (BDS) 9.4/10 Exceptional! (430 reviews) The staff was exceptionally accommodating. Reviewed on Sep 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-04/?FromAirport=YYZ&Destination=BDS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=83466&paandie=true&dealMarker=o-VptUOyo6Gfx1un066UMLBbU-LDct58bG1GWEsYofeB3alK7cYuyk793RxZVnfw) ![La Fiermontina | Luxury Home ](https://images.trvl-media.com/lodging/15000000/14890000/14887300/14887241/e7e53b9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Fiermontina | Luxury Home Lecce Historic Center CA $2,309 per person Nov 29 - Dec 4 found 1 day ago Roundtrip flight included Toronto (YYZ) to Brindisi (BDS) 9.8/10 Exceptional! (65 reviews) Hotel had a “at home vibe”. Loved everything about our stay. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-04/?FromAirport=YYZ&Destination=BDS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14887241&paandie=true&dealMarker=o-VptUOyo6Gfx1un066UMLOYlnJbaCSFYcfvzSAuBpESKYjxMDOn_e3dYMBjFcdk) ## Ready to book your vacation to San Simone? Choose your dates ## San Simone Hotel Deals ![Victoria Palace Hotel & Zen Wellness](https://images.trvl-media.com/lodging/7000000/6260000/6250100/6250091/d133f9ac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Victoria Palace Hotel & Zen Wellness Via Petrarca, Gallipoli, LE Fully refundableReserve now, pay when you stay 9/10 Wonderful! (140 reviews) "Amazing hotel with lovely rooms and facilities. The staff are extremely friendly and helpful and the breakfast offers plenty of choice. Thoroighly enjoyed our stay" Reviewed on Oct 6, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=6250091&PinnedHotelID=6250091&HadPinnedHotel=true®ionId=553248623259039430) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=6250091&PinnedHotelID=6250091&HadPinnedHotel=true®ionId=553248623259039430) ![Grand Hotel di Lecce](https://images.trvl-media.com/lodging/5000000/4220000/4219600/4219576/3ee3e507_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Hotel di Lecce Via Oronzo Quarta 28, Lecce, LE Fully refundableReserve now, pay when you stay CA $136 CA $163 total Oct 21 - Oct 22 includes taxes & fees 8.2/10 Very Good! (293 reviews) Wonderful stay "Breakfast was incredible and plentiful. Fresh fruit and vegetables with Salento products. Room was spacious but a bit outdated. However that is the style of the hotel. We could not use the pool due to bad weather but the pool area seemed nice." Reviewed on Oct 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&selected=4219576&PinnedHotelID=4219576&HadPinnedHotel=true®ionId=553248623259039430) ![ROBINSON APULIA - All Inclusive](https://images.trvl-media.com/lodging/3000000/2920000/2911100/2911085/158ba5d2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### ROBINSON APULIA - All Inclusive Localitá Fontanelle, Ugento, LE 8.8/10 Excellent! (43 reviews) "wunderschöne Lage, sehr gutes Essen, das Meer ein Traum und die Anlage sehr gepflegt" Reviewed on Jun 21, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=2911085&PinnedHotelID=2911085&HadPinnedHotel=true®ionId=553248623259039430) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=2911085&PinnedHotelID=2911085&HadPinnedHotel=true®ionId=553248623259039430) [See all 8,203 properties in San Simone](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=553248623259039430) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia - 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[Parabita Vacation Rentals](https://www.expedia.ca/Parabita-Vacation-Rentals.d6123007.Travel-Guide-VacationRentals) ### Other - [Things to do in Gallipoli](https://www.expedia.ca/Things-To-Do-In-Gallipoli.d603111.Travel-Guide-Activities) - [Things to do in Matino](https://www.expedia.ca/Things-To-Do-In-Matino.d6123522.Travel-Guide-Activities) - [Things to do in Nardò](https://www.expedia.ca/Things-To-Do-In-Nardo.d6139719.Travel-Guide-Activities) - [Things to do in Parabita](https://www.expedia.ca/Things-To-Do-In-Parabita.d6123007.Travel-Guide-Activities) - [Things to do in Salento Peninsula](https://www.expedia.ca/Things-To-Do-In-Salento-Peninsula.d6050916.Travel-Guide-Activities) - [Things to do in Santa Maria al Bagno](https://www.expedia.ca/Things-To-Do-In-Santa-Maria-Al-Bagno.d553248623652305113.Travel-Guide-Activities) - [Things to do in Taviano](https://www.expedia.ca/Things-To-Do-In-Taviano.d6123791.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)