Little Italy Vacations from ￥140,242

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Little Italy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Bristol Hotel San Diego

The Bristol Hotel San Diego

3.5 out of 5
Downtown San Diego
Price was ￥208,331, price is now ￥140,242 per person
￥140,242
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (1,428 reviews)
overall was a nicer motel 6 experience. paper thin walls. dirty carpets in the elevators for more than 2 days. only able to change bath towels for room cleaning services. coffee cup lids didn’t fit even with managements own acknowledgement of the issue. valet was $42 a night but the valet guys were quick and polite. oh yeah, and the water was turned off multiple times through the stay.

Reviewed on Nov 29, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was ￥230,078, price is now ￥159,448 per person
￥159,448
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
This is an amazing hotel located at the center of downtown with great atmosphere.

Reviewed on Nov 29, 2025

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was ￥230,078, price is now ￥160,780 per person
￥160,780
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (547 reviews)
The room was nice and staff were very friendly and helpful. The building itself has good security. My TV remote stopped working and they had it fixed quickly. Laundry was not working. We did not ask to have it fixed because we were fine without it, but I'm sure they would have if we did.

Reviewed on Nov 19, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was ￥199,388, price is now ￥142,019 per person
￥142,019
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Clean room and hotel over all. Loved that there is a Starbucks pick up store front right on the bottom floor just adjacent from the lobby.

Reviewed on Nov 27, 2025

Palihotel San Diego Gaslamp Quarter

Palihotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was ￥224,278, price is now ￥162,172 per person
￥162,172
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (2,027 reviews)
staff and hotel are great

Reviewed on Nov 25, 2025

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
US Grant Hotel

Downtown San Diego

3 out of top 10 points of interest in this area
4.5/5(8,497 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 refundable
The price is ￥17,789 per night from Dec 15 to Dec 16
￥17,789
￥20,626 total
Dec 15 - Dec 16
includes taxes & fees
8.2/10 Very Good! (1,258 reviews)
The sheets had a couple of blood stains and the windows were left open which resulted in having a couple spiders inside the room. But the room is spacious and a good deal. Nice view of the city though.

Reviewed on Nov 28, 2025

Courtyard by Marriott San Diego Downtown Little Italy
Hilton Garden Inn San Diego Downtown/Bayside

Hilton Garden Inn San Diego Downtown/Bayside

3.5 out of 5
2137 Pacific Highway San Diego CA
Fully refundableReserve now, pay when you stay
The price is ￥20,200 per night from Dec 14 to Dec 15
￥20,200
￥23,421 total
Dec 14 - Dec 15
includes taxes & fees
8.4/10 Very Good! (1,209 reviews)
Location and staff!!

Reviewed on Nov 26, 2025

Hilton Garden Inn San Diego Downtown/Bayside
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
1654 Columbia Street San Diego CA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,283 reviews)
Wonderful staff

Reviewed on Nov 27, 2025

Get rates
Urban Boutique Hotel
See all 8,383 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.

Frequently asked questions

How much does a Little Italy vacation package cost?
From just ￥140,242. 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

Waterfront Park

Waterfront Park

4.5/5(51 reviews)

After visiting Waterfront Park, make a plan to see the other sights and activities in San Diego. Stroll along the area's waterfront or experience its fascinating museums.

Waterfront Park
Maritime Museum of San Diego showing a bay or harbor

Maritime Museum of San Diego

4.5/5(272 reviews)

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

Maritime Museum of San Diego

Things to do

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

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

￥8,658
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
San Diego Whale Watching Tour

San Diego Whale Watching & Dolphin Cruise

￥11,176
per adult
86% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
Great Scenery

San Diego Sunset Cruise from Mission Bay

￥6,296
per adult
78% of travellers recommend
San Diego Sunset Cruise from Mission Bay
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.