Little Italy Vacations from $319
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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.
Hyland Inn Near Legoland
Olde Carlsbad
Save 100% on your flight
Price was $585, price is now $319 per person
$319
per person
May 15 - May 18
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to San Diego (SAN)
7.8/10 Good! (1,017 reviews)
The property is nice and well maintained. I appreciate the help provided by the manager who assisted me with the reservation.
Reviewed on Mar 23, 2026
Los Bungalows
Price was $1,806, price is now $932 per person
$932
per person
May 27 - Jun 3
found 21 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
Kona Kai San Diego
Point Loma
Save 100% on your flight
Price was $1,243, price is now $713 per person
$713
per person
May 27 - Jun 3
found 21 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (1,003 reviews)
Very clean comfortable room. Nice view of the Harbor. Enjoyed the private beach with the fire pits. 2 nice pools and 2 jacuzzis except 1 was down while we were there. Both pool bars were closed as well. Very nice restaurant and good food. My only complaint was the people on the private beach sitting at one of the fire pits were smoking pot. They were not being discreet about it at all and I’m pretty sure employees saw it and smelled it as well. There were families with kids all around. Should not have been allowed. Very annoying and disgusting! Went up to our balcony and the smell from the pot was coming up to our balcony. I’m pretty sure it’s posted everywhere there is no smoking on the property anywhere. We stayed at a hotel in LaJolla as well and had the same problem with the pot smell. I guess everyone seems to be smoking pot in CA. So tired of the disgusting smell and smoke!
Reviewed on Mar 22, 2026
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Save 100% on your flight
Price was $3,705, price is now $2,134 per person
$2,134
per person
May 27 - Jun 3
found 21 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
Ocean Park Inn
Pacific Beach
Save 100% on your flight
Price was $1,693, price is now $985 per person
$985
per person
May 27 - Jun 3
found 21 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.4/10 Exceptional! (1,016 reviews)
The hotel location was absolutely ideal for beach goers! The staff was welcoming and helpful from the moment we checked in. The included breakfast was a great perk (especially traveling with a seven year old). We loved our stay and will be back!
Reviewed on Mar 23, 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
$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! (459 reviews)
Very nice and clean rooms
Reviewed on Mar 25, 2026
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 12 to Apr 13
$167 total
Apr 12 - Apr 13
Total with taxes and fees
8/10 Very Good! (2,440 reviews)
Parking was a little rough but great location
Reviewed on Mar 25, 2026
La Pensione Hotel
606 West Date Street San Diego CA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $143 total per night from Apr 5 to Apr 6
$143 total
Apr 5 - Apr 6
Total with taxes and fees
8.6/10 Excellent! (1,919 reviews)
Clean room. Really tiny but honestly had everything u need and it was really clean and comfortable and super close to everything in Little Italy so no complaints about location. On site parking was probably my only concern because it’s so limited and it’s an additional $35 a night but that’s about ...
Reviewed on Mar 22, 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 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.