Little Italy Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Little Italy

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $984, price is now CA $611 per person
CA $611
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
8.4/10 Very Good! (1,686 reviews)
Very clean property with great pools and a lot of activities for the entire family. Food options limited but you can take your own food. The rooms have a full mini kitchen, fridge, stove, utensils even washer and dryer. The town of Escondido has cute and local businesses food eateries.

Reviewed on Apr 19, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $1,686, price is now CA $1,057 per person
CA $1,057
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.6/10 Excellent! (1,868 reviews)
Overrated, they have a daily amenity fee that no one tells you about, I asked and they say they’re charging for the nesspreso machine and coffee and the gym. The staff is mainly rude. The location is great, it was overall clean and I liked the toiletries. You can do a much better hotel in San Diego for the same price.

Reviewed on Apr 19, 2026

Park Hyatt Aviara Resort, Golf Club & Spa

Park Hyatt Aviara Resort, Golf Club & Spa

5 out of 5
Aviara
Price was CA $3,486, price is now CA $2,222 per person
CA $2,222
per person
May 25 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (1,000 reviews)
Loved the resort. Highly recommend for families or couples. Beautiful location and amenities

Reviewed on Apr 4, 2026

Ocean Park Inn

Ocean Park Inn

3 out of 5
Pacific Beach
Price was CA $1,948, price is now CA $1,279 per person
CA $1,279
per person
Jun 4 - Jun 9
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (1,015 reviews)
A beautiful and perfect spot to stay in SanDiego!

Reviewed on Apr 18, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,771, price is now CA $1,174 per person
CA $1,174
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9/10 Wonderful! (1,285 reviews)
Valet parking is a complete rip off! $70/night for guests. Stop it!

Reviewed on Apr 19, 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

Downtown San Diego

4 out of top 10 points of interest in this area
4.5/5(728 area reviews)

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.

Find hotels in Downtown San Diego

Little Italy Hotel Deals

Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

4 out of 5
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from May 10 to May 11
CA $231
CA $268 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (545 reviews)
Food choices were good but portion large easier to order sides instead of wasting food. No cash allowed

Reviewed on Apr 17, 2026

Courtyard by Marriott San Diego Downtown Little Italy
Hampton Inn San Diego-Downtown

Hampton Inn San Diego-Downtown

2.5 out of 5
San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from May 3 to May 4
CA $202
CA $235 total
May 3 - May 4
includes taxes & fees
8.2/10 Very Good! (2,470 reviews)
Wonderful experience, safe , private and self parking, fresh food , clean place and wonderful smiling and supportive staff

Reviewed on Apr 18, 2026

Hampton Inn San Diego-Downtown
La Pensione Hotel

La Pensione Hotel

3 out of 5
606 West Date Street San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 3 to May 4
CA $167
CA $190 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,943 reviews)
Front desk staff Lindsey and crew were excellent. Location is great if you plan to spend time in Little Italy. Parking is difficult.

Reviewed on Apr 18, 2026

La Pensione Hotel
See all 8,439 properties in Little Italy
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
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Frequently asked questions

How much does a Little Italy vacation package cost?
From just CA $611. 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.

Discover the most popular places to visit in Little Italy

Maritime Museum of San Diego

Maritime Museum of San Diego

This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.

Maritime Museum of San Diego

Things to do

Oceanside Whale and Dolphin Watching Adventures

Oceanside Whale and Dolphin Watching Adventures

CA $79
per adult
90% of travellers recommend
Oceanside Whale and Dolphin Watching Adventures
San Diego Premier Bottomless Mimosa Brunch Cruise

City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

CA $156
per adult
90% of travellers recommend
City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
See all activities in San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.