Little Italy, San Diego
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Our most recommended Little Italy, San Diego Tours

Sights & Sips 2-hour Sunset Cruise on San Diego Bay

1. Sights & Sips 2-hour Sunset Cruise on San Diego Bay

Come aboard the only floating happy hour in San Diego. The Sights & Sips Sunset Cruise on San Diego Bay includes complimentary appetizers, a no-host bar featuring refreshing drink specials and a perfectly timed sunset every Friday and Saturday throughout the summer. Get ready to enjoy the sights and sounds of the magnificent San Diego Bay. The bay boasts some of America's most historic warships such as the USS Ronald Reagan and the USS Midway as well as playing host to the scenic sights of the Coronado Bay Bridge and Seaport Village. Take part in a cruise experience where the celebration begins the moment you come on-board. Start with cocktails on deck, then relax as our gracious crew transports you to a world of ease and luxury. You and your guests will feel pampered, privileged, relaxed and refreshed. Quench your happy hour thirst aboard the Sights & Sips Sunset Cruise.

San Diego: Harbor Cruise

2. San Diego: Harbor Cruise

See San Diego's best sights. Learn about the city and enjoy a cruise on the bay. Depending on the option booked, this tour takes you under the Coronado Bridge, past military ships, waterfront landmarks, and marine life for a look at San Diego's scenic beauty and fascinating history. This tour’s luxury ships offer three levels with comfortable indoor and outdoor seating, 360-degree views, and an on-board snack bar serving snacks, soda, beer, wine and cocktails (available for purchase). This is a great way to experience San Diego from the water.

Brothels, Bites and Booze: San Diego Gaslamp Walking Tour

3. Brothels, Bites and Booze: San Diego Gaslamp Walking Tour

Join us on a tour of the Gaslamp Quarter and we’ll tell you about the infamous Stingaree District, once a center of scandal and debauchery. We’ll walk along streets that featured 120 brothels at one point, and served as one of Southern California’s major red light districts. On our Brothels, Bites, and Booze Tour you’ll hear tales from the past that are funny and some that are hard to believe! During our 2.5-hour excursion you’ll see how this area has been restored and is now home to San Diego’s main nightlife and dining destinations. The Gaslamp Quarter now features more than 100 restaurants and bars. We’ll take you to some of the best restaurants in the area so you can taste a variety of popular ethnic cuisines and some alcoholic beverages as well! Most guests find that the samples on the tour are quite filling and are at least as much food as a full meal. You might want to eat no more than a very light snack before the tour – or nothing at all!

San Diego: Little Italy Food Walking Tour

4. San Diego: Little Italy Food Walking Tour

Explore the neighborhood of Little Italy in San Diego on a guided walking tour. Taste some favorite local dishes while you get an understanding of the history and current vibe of the neighborhood with your guide. Meet your guide and head to the first stop on the tour at Sorrento Ristorante and Pizzeria, a lively family-owned Italian restaurant. Taste one of their homemade traditional dishes, Parpadelle Bolognese and calamari, with a glass of red or white Italian wine. Continue to Queenstown Public House, a New Zealand-inspired restaurant with whimsical decor, known for its grass-fed burgers and selection of local beer. Taste one of their Little Bitties – a grass-fed slider with onion mayo, cheddar, and sweet relish paired with a taster of a local beer or sangria. Next, continue to a local staple at Landini’s Pizzeria, known for their quality New York-style slices. Pick the slice that most appeals to you, with options such as La Piccante with jalapeños, ricotta, pineapple, and pepperoni or the Rustica with Brussel sprouts, pancetta, and balsamic glaze. Finally, make your way to the final stop on the tour at Pappalecco, a traditional Italian bistro. Enjoy some house-made gelato as your dessert, with a wide array of flavors available to choose from.

San Diego: Patriot Jet Boat Thrill Ride

5. San Diego: Patriot Jet Boat Thrill Ride

Embark on a thrilling adventure on the San Diego bay as you zip and zoom past military ships, along the downtown skyline, and under the iconic Coronado Bridge. With rock music pumping, feel the wind and the refreshing spray of the San Diego bay as the Patriot carves 360-degree turns and reaches speeds upwards of 50 miles per hour. There's no experience like it. Enjoy gorgeous views on a 30-minute tour on an open-air jet boat. No two Patriot trips are the same, but this is not just a random joy ride through the bay. You will be taken past San Diego's most beautiful waterfront sights including: USS Midway Aircraft Carrier, North Island Naval Air Station, Coronado Bridge, Star of India and the iconic ships of the Maritime Museum, as well as the San Diego skyline. You may get wet, but ponchos are provided.

GPS Talking Tour Cars: Downtown & Balboa Park

6. GPS Talking Tour Cars: Downtown & Balboa Park

This is the essential San Diego tour. You will see almost all of the greatest sights San Diego has to offer, like the visually stunning Balboa park which is littered with Spanish Renaissance inspired architecture. Pass by over a dozen museums, colorful flower gardens, and world renowned outdoor organ pavilion all the way to the always happening Hillcrest, which has a great variety of shops and restaurants. Hillcrest is known to have some of the best food in the county. But best of all you will also get to see Downtown San Diego at its finest, from the Maritime Museum, to the Historic Gaslamp Quarter. Downtown San Diego is one of the best places in the world for its diversity, and visual appeal. Don’t miss the best places San Diego has to offer on this tour.

San Diego GoCar Tour: Early Bird Special

7. San Diego GoCar Tour: Early Bird Special

Enjoy a tour driving a GoCar, that will take you off the beaten path through many of San Diego’s iconic parks like the Balboa Park and Petco Park on the way to Hillcrest and back.   Snap some amazing photos along the Pacific Ocean and see San Diego up close. You can even park and take a stroll if you choose. On the way back explore the boutique shopping districts of Hillcrest. This tour is approximately two hours of driving time at a slow pace and has several fun, informative detours and stop options along the way.  If you want to extend the tour you have the option of taking the Oldtown loop at the end of the tour.

San Diego: Self-Guided Scooter Tour of Downtown & Old Town

8. San Diego: Self-Guided Scooter Tour of Downtown & Old Town

Start your tour with a trip through historic Little Italy. Once home to the city’s Italian community, the neighborhood has now become a modern business and arts district. Make your way to the bay and see ships that explored the new world, and patrolled the waters in time of war. Then cruise down the streets of the Gaslamp Quarter which was once San Diego’s red-light district, but is now the center of the city’s nightlife.  Leave modern San Diego and take a trip through the past as you check out the beautiful Mission Hills and the historic Fort Stockton. Visit Presidio Park where see the old Spanish mission used to stand. Ride through Old town San Diego and see how the city looked in the era of the old west when its Spanish and American residents were just laying the foundation for a thriving community.

San Diego: Driving Day Tour with GoCar Luxury

9. San Diego: Driving Day Tour with GoCar Luxury

See every inch of wonderful San Diego in a unique and fun way by going on the all day Everything Tour with GoCar. Let the car be your guide with onspot GPS and story telling features. See the historic Old Town, Point Loma Ecological Preserve, Ocean Beach, and so much more. Witness history at the Gaslamp Quarter, window shop at the iconic Horton Plaza, and stroll through the aromatic rose garden of Balboa Park. Find the natural beauty of the Point Loma Ecological Preserve. Wade in tide pools and see sea anemones, crabs, lobster, fish, and the occasional lucky octopus. Walk along Ocean Beach and through San Diego's famous Maritime Museum. Take in the vibe of Old Town and see how San Diego has changed over the centuries.

Urban Adventure Quest: 3-Hour Interactive Tour in San Diego

10. Urban Adventure Quest: 3-Hour Interactive Tour in San Diego

If you’re looking for a way to turn San Diego into a giant board game, try the Urban Adventure Quest. This is an interactive scavenger hunt that combines the fun of the Amazing Race with a 3-hour sightseeing tour of San Diego. Guided from any smartphone, groups make their way among well-known and overlooked gems of the city, solving clues and completing challenges while learning about local history. The adventure begins at the Waterfront Park and takes you on a well-designed course through Little Italy, the waterfront, and down to the war memorials. The tour involves approximately 2.5 miles of walking and uses the downtown transit system at one point in the game. Using a smart phone as your guide means that you can begin when you like and determine your own pace of play. Stop for a stroll in the park or gelato in Little Italy. The Quest is offered at a fixed price per group rather than per person, making this city tour/game great value for those on a budget. Points of Interest on Your Quest: • Little Italy • Maritime Museum • USS Midway • Bob Hope Memorial • "Kissing the War Goodbye" Statue

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What people are saying about Little Italy, San Diego

Overall rating

4.9 / 5

based on 8 reviews

I took the two hour harbor tour and it was fantastic. We covered both the north and south sides of the bay. It was so relaxing and the scenery was beautiful. Great narration along the way. Great opportunity to take wonderful photos.

This tour was really nice, the appies and food and dessert was really good. The staff was really helpful and nice. They are doing a great job. Thank you all

Our guide Kirk was GREAT! Very knowledgeable about the whole area and introduced us to places we would not have found on our own! Definitely recommend.

The cruise guide was very pleasant and informative. The boat was clean and well kept. I think I’ll go back and take the grandkids.

It was a nice, calm cruise around the bay. Food, drinks and music.