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 $4,200 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, Gallipoli Fish Market and Lido Conchiglie Beach 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.
Barsotti Hotel

Barsotti Hotel

3 out of 5
Brindisi Historic Center
Price was CA $1,517, price is now CA $1,273 per person
CA $1,273
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Brindisi (BDS)
8.2/10 Very good! (158 reviews)
Great location, lovely helpful staff …

Reviewed on Jun 6, 2026

Bianco Riccio Suite Hotel

Bianco Riccio Suite Hotel

5 out of 5
Price was CA $5,595, price is now CA $3,746 per person
CA $3,746
per person
Sep 3 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Brindisi (BDS)
9.4/10 Exceptional! (71 reviews)
Spotless hotel! Even always smelled so clean. Alexandro was wonderful along with all the staff! From check in to breakfast everyone was kind and friendly. If we had good weather it would have been a perfect trip! Thank you to everyone that went above and beyond for us! Grazie Mille❣️

Reviewed on Oct 9, 2025

Hotel Del Levante

Hotel Del Levante

4 out of 5
Price was CA $2,729, price is now CA $1,966 per person
CA $1,966
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Brindisi (BDS)
7.8/10 Good! (59 reviews)
The ocean is in front of the hotel with umbrellas & chase lounge chairs available! Life guard in attendance. Free “delicious “ breakfast! Lunch & dinner were excellent. Close ( 6 minutes ) to Torre Canne ( lighthouse) and the staff is professional

Reviewed on Jun 29, 2026

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Price was CA $6,685, price is now CA $5,300 per person
CA $5,300
per person
Aug 29 - Sep 4
just found
Roundtrip flight included
Toronto (YYZ) to Brindisi (BDS)
9.6/10 Exceptional! (39 reviews)
Beautiful Hotel with amazing service and standards. It’s an experience itself just to stay in the iconic property.

Reviewed on May 10, 2026

Ostuni Palace Hotel Ristorante & SPA

Ostuni Palace Hotel Ristorante & SPA

4 out of 5
Price was CA $1,844, price is now CA $1,506 per person
CA $1,506
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Brindisi (BDS)
9.2/10 Wonderful! (167 reviews)
Great location for a base to explore Ostuni, walkable into the center. The hotel is stunning, as was the service from the staff. Breakfast was lovely, very fresh and items available to order. Would highly recommend a stay here.

Reviewed on Jul 4, 2026

Ready to book your vacation to San Simone?

 

Choose your dates

San Simone Hotel Deals

CDSHotels Grand Hotel Riviera

CDSHotels Grand Hotel Riviera

4 out of 5
Via Emanuele Filiberto n.172/174 Nardò LE
The price is CA $314 per night from Jul 22 to Jul 23
CA $314
CA $358 total
Jul 22 - Jul 23
includes taxes & fees
9/10 Wonderful! (103 reviews)
"The view of the sea was spectacular. The entire property and room were in excellent condition and very clean. The daily breakfast was amazing and the terrace cookout was superb, especially the wine. Each employee went went above and beyond, from front desk, dining staff to housekeeping."

Reviewed on Jul 1, 2026

CDSHotels Grand Hotel Riviera
Arthotel & Park Lecce

Arthotel & Park Lecce

4 out of 5
Via Giorgio de Chirico, 1 Lecce LE
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Aug 6 to Aug 7
CA $180
CA $212 total
Aug 6 - Aug 7
includes taxes & fees
8.4/10 Very good! (175 reviews)
"they called it resort bc they have a pool? its not a resort at all, bedrooms tiny and bathrooms old in bad conditions hotel is in the middle of a highway kind of a days inn but they charge like a resort, no amenities no chance of buying anything bc is almost t empty , no one speaks english or spanish ..."

Reviewed on Jul 12, 2026

Arthotel & Park Lecce
Conchiglia Azzurra Resort & Beach

Conchiglia Azzurra Resort & Beach

4 out of 5
Via Dei Bacini1 Porto Cesareo LE
Get rates
Conchiglia Azzurra Resort & Beach
See all 8,695 properties in San Simone
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a San Simone vacation package cost?
You can pick up a vacation package to this top destination from CA $1,273 on Expedia. But how much your vacation to San Simone costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to San Simone?
Travel in the low season and you're likely to score cheap San Simone vacation packages. Bear in mind that school vacation periods and major festivals and events can impact prices, so do some research before you go.
How many days is enough for San Simone?
Generally, a handful of days is enough to go to the main attractions during your San Simone vacation. However, if you want to have time to relax or go on day tours, consider extending your itinerary.
How to find the best San Simone package deals?
Bagging a cheap San Simone package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable San Simone package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a San Simone vacation as a package?
You can enjoy significant savings on your next San Simone escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to San Simone?
If you're planning an impromptu San Simone vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to San Simone?

  1. Choose when to go: Check your calendar and get packing. Your favourite season and the activities available will also help you decide when to vacation in San Simone.
  2. Set a budget: Consider expenses like flights, meals and transportation when working out how much to put aside for your trip to San Simone. Then, select a hotel that matches your budget, whether that's a wallet-friendly option or a swankier retreat.
  3. Decide how long to go away for: Now that you're more familiar with San Simone, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized San Simone vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.