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California is chocked full of romantic destinations, and San Diego, America’s Finest City, is no exception! But, with so many attractions and activities available at your fingertips, figuring out what to do first is the biggest challenge. That’s why Rental With a View is here to narrow down your options with date ideas in San Diego for every type of couple, from outdoor adventurers to foodies. Whether you want to set sail during a romantic dinner cruise, witness Broadway performances together, or enjoy all the free things to do in the city, there is something for everyone!

 

1. Embark on a Sunset or Dinner Cruise

San Diego is known for having some of the most beautiful sunsets in the country, offering a romantic backdrop for your date night. Flagship Cruises provides a wealth of dining cruises around San Diego Bay, including champagne brunches and sunset cocktail cruises. If you want a more intimate experience, sign up for a private sunset cruise with Sail San Diego

 

2. Attend a Live Performance

San Diego offers an astounding arts, culture, and music scene. Plan in advance to experience a Broadway production at Civic Theatre or Balboa Theatre. If music is more your style, check out a classical performance at San Diego Symphony or Music Box if you want to listen to big names in an intimate venue.

 

3. Free Date Ideas in San Diego

If you are traveling to San Diego on a budget, no worries; plenty of free activities are available for couples. Spend an afternoon strolling along our beautiful beaches, hike to Sunset Cliffs to witness a picturesque sunset, have a picnic at Balboa Park, or wander the streets of our diverse neighborhoods.

 

4. Go on a Gastronomic Tour

San Diego has an incredibly diverse dining scene, with endless restaurants offering mouthwatering cuisine in a romantic atmosphere. Some of the best romantic dining spots include Valentina Restaurant, Addison, The Marine Room, and Mister A’s.

 

5. See San Diego from a New Perspective

Join one of the many San Diego tours and witness the city from a new perspective. SEAL Tours offers the best way to see the city from the land and sea while experiencing history and ecology. Indulge in a romantic Gondola Cruise through Coronado Cays or magical hot air balloon rides with California Dreamin’.

 

San Diego Romantic Vacation Rentals for Couples

These are just a few date ideas in San Diego for your romantic getaway. Relax at the end of the day in your Rental With a View vacation rental. Our Modern Studio rental is perfect for couples on a budget, just five minutes from downtown’s best attractions. We recommend our Urban Oasis property if you want more space to spread out. Discover the perfect San Diego vacation rental for your getaway today!

With more than 100 colorful and unique neighborhoods, the most challenging part of your San Diego getaway is deciding where to explore first. We have put together a helpful San Diego Neighborhood Guide for First-Time Visitors to get you started, and today we will be focusing on one of the most lively neighborhoods on the list, Little Italy. This Italian neighborhood is best known for its food and drink scene, but there are endless things to do in Little Italy, San Diego. Whether you want to eat, drink, shop, or explore museums, Rental With A View offers vacation rentals just minutes from everything Little Italy has to offer!

Restaurants in Little Italy San Diego

Little Italy is a culinary hot spot in San Diego, offering award-winning chefs and eateries around every corner. 

Piazza della Famiglia

The Piazza della Famiglia serves as the central gathering point in Little Italy. Visit the Little Italy Food Hall for an introduction to the diverse dining scene. Try a dish from one of the six food stations, serving anything from pizza to gelato! 

Award-Winning Restaurants in Little Italy

There are endless Little Italy restaurants to try during your getaway. If you are looking for a classic rustic Italian dining setting, we recommend Davanti Enoteca, Filippi’sFilippi’s Pizza Grotto, or Buon Appetito. We recommend Mona Lisa Italian Foods for delicious deli sandwiches if you are after something to take back to enjoy in your vacation rental.

Little Italy Shops & Markets

The Little Italy Mercato Farmers’Farmers’ Market is a celebrated tradition occurring every Wednesday and Saturday year-round. This is the largest market in San Diego County, featuring six blocks of vendors. The marketplace vendors sell produce, flowers, eggs, meat, fish, baked goods, groceries, and handcrafted gifts.

Bring home a piece of Little Italy with unique artwork from one of the local galleries. Browse the one-of-a-kind artwork at Mee Shim Fine Art, 1805 Gallery, and Adelman Fine Art.

Little Italy Museums & Parks

If you are interested in more things to do in Little Italy, we recommend visiting the local parks and museums: 

San Diego Vacation Rentals in Mission Hills

Stay with us at Rental With A View and easily access the best things to do in Little Italy, San Diego. Our San Diego vacation rentals in Mission Hills put you just a few miles from the Little Italy neighborhood. Enjoy the privacy of a quiet neighborhood while still being close to major attractions and our beautiful beaches. We look forward to hosting you for your San Diego getaway!