Little Italy Vacations from $394
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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.
Kona Kai San Diego
Point Loma
Save 100% on your flight
Price was $668, price is now $394 per person
$394
per person
May 26 - May 30
found 23 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (1,003 reviews)
The beach view is good but everything else is kind of meh. Overall I thought the resort was very overrated for what it is. There are many other better resorts in SD. That being said shelter island is awesome
Reviewed on Mar 25, 2026
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $1,417, price is now $703 per person
$703
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (1,818 reviews)
In a great location to tour down town San Diego.
Reviewed on Mar 26, 2026
Los Bungalows
Price was $1,665, price is now $843 per person
$843
per person
May 27 - Jun 3
found 2 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (520 reviews)
Está ubicado en un lugar paradisíaco. La cama muy cómoda y todo muy limpio. Muchos lugares para divertirse y un apto muy romántico
Reviewed on Mar 23, 2026
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Price was $2,137, price is now $1,130 per person
$1,130
per person
May 26 - May 30
found 23 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (130 reviews)
EVERYTHING!!!! Although parking price if $79.00 a day is a little steep and was not lisywd when i made reservation
Reviewed on Mar 2, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $742, price is now $445 per person
$445
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (1,259 reviews)
This place was FUN! It was clean and comfortable and the staff was terrific...very helpful. And the decorations were perfect. We didn't use the pool this time but the area looked inviting. It's also walking distance to Petco Stadium and many eateries, although we ate at the hotel restaurant twice and enjoyed it.
Reviewed on Mar 24, 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
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.
Little Italy Hotel Deals
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $167 total per night from Apr 23 to Apr 24
$167 total
Apr 23 - Apr 24
Total with taxes and fees
8/10 Very Good! (2,436 reviews)
Gtrea
Reviewed on Mar 26, 2026
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $145 total per night from Apr 5 to Apr 6
$145 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (462 reviews)
It was great stay, reception at the front desk was very professional. The only suggestion may be made it’s probably check the toiletries while cleaning the room and refilling so the guest doesn’t have to go to ask for at front desk, and more towels… And location is great the building is good…
Reviewed on Mar 26, 2026
La Pensione Hotel
606 West Date Street San Diego CA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $138 total per night from Apr 13 to Apr 14
$138 total
Apr 13 - Apr 14
Total with taxes and fees
8.6/10 Excellent! (1,922 reviews)
Small rooms, sink backed up, shower head came from ceiling and was backward and patch work to cover up room falling apart.
Reviewed on Mar 26, 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
4.5/5(51 reviews)
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
4.5/5(273 reviews)
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 lively bars and acclaimed art scene in this walkable area.
Things to do
Oceanside Whale and Dolphin Watching Adventures
$57
per adult
90% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% 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.