A street with a 'Little Italy' sign, parked cars, and buildings with Italian flags.

Little Italy Vacations from $279

Book a Hotel + Flight or Car together to unlock savings

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.
  • Jan 22 - Jan 24

    The Sofia Hotel + Flight

    Downtown San Diego
    2 nights
    3.5 star property
    8.8/10 - Excellent (2,766 reviews)
    "Really enjoyed my stay at The Sofia. My room had a nepresso coffee machine which was great. Very clean and quiet, close to the convention center and easily walkable to restaurants, shopping and sight seeing."
    Reviewed November 6, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $435
    $279
    per traveler
    found 1 day ago
    The Sofia Hotel
  • Jan 15 - Jan 18

    Pantai Inn + Flight

    Village of La Jolla
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,001 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,569
    $950
    per traveler
    found 10 hours ago
    Pantai Inn
  • Jan 11 - Jan 15

    Legacy Resort Hotel & Spa + Flight

    Mission Valley
    4 nights
    4.0 star property
    9.2/10 - Wonderful (3,094 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $560
    $351
    per traveler
    found 17 hours ago
    Legacy Resort Hotel & Spa
  • Jan 29 - Feb 1

    Hotel Z + Flight

    Downtown San Diego
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,224 reviews)
    "Nice place"
    Reviewed November 3, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $557
    $351
    per traveler
    found 10 hours ago
    Hotel Z
  • Jan 12 - Jan 16

    Fairmont Grand Del Mar + Flight

    Carmel Valley
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "Excellent property and stay"
    Reviewed November 6, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    Save 100% on your flight
    $1,928
    $1,220
    per traveler
    found 7 hours ago
    Fairmont Grand Del Mar

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
Learn more about Little Italy

Downtown San Diego

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.

Pacific Beach

Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.

Gaslamp Quarter

Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.

Mission Beach

Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.

Mission Bay

If you're spending some time in Mission Bay, Mission Bay and Ski Beach are top sights worth seeing.

Discover the most popular places to visit in Little Italy

What to do near Little Italy

Little Italy Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.