Little Italy Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Holiday Package Deals in Little Italy
Price found within the past 48 hours. Click for updated prices.
Paradise Point Resort & Spa
Mission Bay
CA $969
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (2,774 reviews)
Did a little staycation. Was my second time at PP and it was even better than the first time. Property is immaculate and the staff was exceptionally professional and attentive.
Reviewed on Aug 18, 2026
The Beau Hotel Gaslamp Quarter San Diego
Downtown San Diego
CA $1,344
per person
Oct 31 - Nov 7
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
9/10 Wonderful! (879 reviews)
When we checked in front desk told us there would be a debit hold of an additional $200 . We said okay and now checked out account 5 days later to see the 200 hold actually cleared our account and no credit given.
Now I'm trying to call and have been on hold with music for over 20 minutes. Now I have to dispute this with my bank.
Reviewed on Aug 18, 2026
El Cordova Hotel on Coronado Island
Historic Downtown Coronado
CA $1,556
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (1,000 reviews)
The Hotel is in a great location and such close proximity to the beach, restaurants and everything downtown. It is older but has been well maintained. Hotel staff were nice and helpful. We had no need for a car as we wanted to be on the island for our three day stay and everything is walking distance.
Reviewed on Aug 16, 2026
Where to stay in Little Italy
Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Downtown San Diego
3 out of top 10 points of interest in this area
Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.
Pacific Beach
Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.
Mission Beach
Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.
Gaslamp Quarter
Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.
Mission Bay
1 out of top 10 points of interest in this area
If you're spending some time in Mission Bay, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.
Little Italy Hotel Deals
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
CA $223
CA $259 total
Aug 30 - Aug 31
includes taxes & fees
Little Italy Inn - Limited Service Apart Hotel
1736 State St San Diego CA
CA $134
CA $155 total
Aug 24 - Aug 25
includes taxes & fees
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
CA $187
CA $217 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very good! (2,687 reviews)
"The room was spotless and the bed was very comfortable. The staff was great upon check in and out as well. Would definitely stay here again."
Reviewed on Aug 17, 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.
Frequently asked questions
How much does a Little Italy vacation package cost?
From just CA $969. Yes, you read that right. Our Little Italy packages are an easy way to make your budget go further. Combine your favorite hotels, flights and rental car and get out and see this exciting destination.
How do I get a cheap travel package to Little Italy?
You'll save big if you bundle your flights, car rentals and hotels into a Little Italy travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Little Italy?
Most people who visit Little Italy include both LEGOLAND® California and San Diego Convention Center on their sightseeing itineraries. Why not book a hotel within walking distance of these fantastic attractions?
What are the top hotels in Little Italy?
Get your vacation off to a good start by locking in a room at Little Italy Hideaway - Best Location In San Diego. It's one of most sought-after properties in Little Italy. Another cozy option is Podshare San Diego - Hostel.
How far in advance should I book my Little Italy vacation?
The earlier, the better. Airlines generally advertise flights nearly 12 months in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Boss just told you to use up some vacation time in a few weeks? No sweat. Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Little Italy travel package include?
Flights, hotels and rental cars, or any combination of them — it's your pick! Whether you're headed to Little Italy with the entire family or traveling solo, there's a bundle to match every budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a Little Italy travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Little Italy Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Simply select the airline you want and craft the perfect Little Italy getaway.
If I'm not able to travel, can I cancel my Little Italy vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Little Italy vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
Stay near popular Little Italy attractions
Waterfront Park
9.2/10 (64 reviews)
After visiting Waterfront Park, make a plan to see the other sights and activities in San Diego. Stroll along the area's beautiful beaches or experience its acclaimed art scene.
Maritime Museum of San Diego
9.0/10 (392 reviews)
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
Our Lady of the Rosary Catholic Church
9.0/10 (4 reviews)
After visiting Our Lady of the Rosary Catholic Church, make a plan to see the other sights and activities in San Diego. Wander the area's seaside or simply enjoy one of its top-notch restaurants.
Star of India
Find out about the history of San Diego with a stop at Star of India. Discover the top-notch restaurants and entertainment choices in this walkable area.
Firehouse Museum
You can spend time studying the exhibits at Firehouse Museum during your trip to San Diego. Experience the area's fascinating museums and acclaimed art scene.
Things to do
San Diego City Lights Night Tour
CA $69
per adult
96% of travellers recommend
San Diego 18 Audio Tours Bundle and Explore at Your Own Pace
CA $56
per adult
City Cruises San Diego: Best of the Bay Harbor Tour
CA $46
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.