Little Italy Vacations

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The Latest Little Italy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Aug 28 - Sep 3

    The Sofia Hotel + Flight

    Downtown San Diego
    6 nights
    3.5 star property
    8.6/10 - Excellent (2,208 reviews)
    "We had trouble with our tv. Scott came up and fixed them. There really no dining in the area and no quick store to pick up some snacks."
    Reviewed June 10, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 1 stop SAN - NRT • 1 stop
    ￥371,070
    ￥256,273
    per traveler
    found 11 hours ago
    The Sofia Hotel
  • Standard Single Room, Oceanfront | View from room
    Aug 28 - Sep 3

    Ocean Park Inn + Flight

    Pacific Beach
    6 nights
    3.0 star property
    9.4/10 - Exceptional (1,010 reviews)
    "Great staff"
    Reviewed June 9, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 1 stop SAN - NRT • 1 stop
    ￥415,899
    ￥316,682
    per traveler
    found 11 hours ago
    Ocean Park Inn
  • 5 outdoor pools, a heated pool, pool umbrellas, sun loungers
    Aug 28 - Sep 3

    Paradise Point Resort & Spa + Flight

    Mission Bay
    6 nights
    4.0 star property
    8.8/10 - Excellent (2,655 reviews)
    "We had a room that faced the lagoon and we had the most wonderful experience with all the birds. Dining was terrific, the location is lovely and yet close to downtown and the beaches."
    Reviewed June 10, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 1 stop SAN - NRT • 1 stop
    ￥387,318
    ￥303,288
    per traveler
    found 11 hours ago
    Paradise Point Resort & Spa
  • Street view
    Aug 28 - Sep 3

    Urban Boutique Hotel + Flight

    Downtown San Diego
    6 nights
    3.0 star property
    8.6/10 - Excellent (1,285 reviews)
    "Good location, you can walk to good restaurants and places to enjoy the place"
    Reviewed June 8, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 1 stop SAN - NRT • 1 stop
    ￥319,432
    ￥261,712
    per traveler
    found 11 hours ago
    Urban Boutique Hotel
  • 2 outdoor pools, a heated pool, sun loungers
    Aug 28 - Sep 3

    The Dana on Mission Bay + Flight

    Mission Bay
    6 nights
    3.5 star property
    9.0/10 - Wonderful (4,399 reviews)
    "Rooms were clean and close to central town area to do things but yet away enough just to feel like a vacation."
    Reviewed June 9, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 1 stop SAN - NRT • 1 stop
    ￥320,019
    ￥263,108
    per traveler
    found 11 hours ago
    The Dana on Mission Bay

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(8,598 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

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 ￥25,661 per night from Jun 14 to Jun 15
￥25,661
￥29,752 total
Jun 14 - Jun 15
includes taxes & fees
8.2/10 Very Good! (2,574 reviews)
"The breakfast choices were great! Both hot and cold choices. Our room was big and had 2 queen size beds. The staff was super friendly! We did not have a car."

Reviewed on Jun 9, 2026

Hampton Inn San Diego-Downtown
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 ￥27,911 per night from Jun 14 to Jun 15
￥27,911
￥32,362 total
Jun 14 - Jun 15
includes taxes & fees
9/10 Wonderful! (676 reviews)
"Our new favorite hotel when visiting Little Italy in San Diego. Parking is simple, with options including free street parking, paid public parking, or secured underground hotel parking for a fee. As soon as you walk in, the clean smell and friendly, helpful staff make you feel welcome! A special ..."

Reviewed on Jun 9, 2026

Courtyard by Marriott San Diego Downtown Little Italy
Porto Vista Hotel Downtown

Porto Vista Hotel Downtown

3.5 out of 5
1835 Columbia St San Diego CA
The price is ￥19,355 per night from Jun 15 to Jun 16
￥19,355
￥23,676 total
Jun 15 - Jun 16
includes taxes & fees
7.2/10 Good! (1,311 reviews)
"Awesome location in little italy! Close to lots of restaurants and easy access to the u line and buses. Rooms are a little noisy but it was fine."

Reviewed on Jun 8, 2026

Porto Vista Hotel Downtown
See all 8,469 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 . 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

Maritime Museum of San Diego

4.5/5(275 reviews)

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

Maritime Museum of San Diego

Things to do

LEGOLAND® California Resort

LEGOLAND® California Resort

￥13,748
per adult
84% of travellers recommend
LEGOLAND® California Resort
Oceanside Whale and Dolphin Watching Adventures

Oceanside Whale and Dolphin Watching Adventures

￥8,943
per adult
90% of travellers recommend
Oceanside Whale and Dolphin Watching Adventures
San Diego Old Town Trolley Hop-On Hop-Off Tour

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

￥9,117
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.