Little Italy Vacations from $468
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Your Little Italy Vacation
Get lost in the magic of this trendy neighborhood with a Little Italy vacation package. From its shopping and cafes to its dining, there's lots here for everyone. Not sure what to do during your trip to Little Italy? Nearby attractions like San Diego Zoo, Balboa Park and Petco Park are good places to start. Expedia will help put your plans into action. Book your perfect Little Italy vacation today.
The Latest Little Italy Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Quiet Mind Mountain Lodge, Retreat and Spa
Save 100% on your flight
Price was $811, price is now $468 per person
$468
per person
Mar 19 - Mar 25
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
9.2/10 Wonderful! (558 reviews)
Nice and clean property. Toilet was not working properly, but everything else was ver nice.
Check in
Reviewed on Jan 16, 2026
Kona Kai San Diego
Point Loma
Save 100% on your flight
Price was $1,070, price is now $644 per person
$644
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,001 reviews)
Toilet seat wasn’t attached to the bowl, and there was a lot of banging around in the morning. Other than that property was great and staff were all very kind.
Reviewed on Dec 25, 2025
The Beau Downtown San Diego Gaslamp Quar
Downtown San Diego
Save 100% on your flight
Price was $1,052, price is now $636 per person
$636
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.8/10 Excellent! (535 reviews)
Great room great people
Reviewed on Jan 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
4 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.
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
$134 nightly
The price is $155 total per night from Jan 19 to Jan 20
$155 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (237 reviews)
i had an early check-in and received an upgraded room!! amazing staff!
Reviewed on Jan 12, 2026
Urban Boutique Hotel
1654 Columbia Street San Diego CA
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $160 total per night from Jan 18 to Jan 19
$160 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (1,262 reviews)
Yes
Reviewed on Jan 10, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $163 total per night from Jan 31 to Feb 1
$163 total
Jan 31 - Feb 1
Total with taxes and fees
8/10 Very Good! (2,334 reviews)
Clean room. Friendly staff.
Reviewed on Jan 12, 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.
Discover the most popular places to visit in Little Italy
Waterfront Park
A fountain with an enormous basin in which kids can splash around creates a fun and welcoming attraction for the whole family.
Maritime Museum of San Diego
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
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.
Things to do
San Diego Whale Watching & Dolphin Cruise
$71
per adult
86% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$55
per adult
94% of travellers recommend
San Diego: Luggage Storage in Marina
$9
per adult
80% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.