Planning a Summer Date in San Diego

There’s just something about warm weather, sunsets and palm-lined beaches that’s undeniably romantic. Especially in the summertime, when cool sea breezes and long walks are even more inviting than usual. Are you feeling the lve? Then here are some great tips for how to plan a dreamy San Diego date with that special someone. 

Create a Masterpiece (2.6 miles)

(Photo: @pinotspalettesd)

If you’ve always wanted to get in touch with your inner Rembrandt, there’s no better place to do so than at Pinot’s Palette inside Liberty Station. Even if you’ve never picked up a brush before, the expert instructors have lots of experience leading a group session that will have you crafting an original canvas you’ll be proud to display once you’re finished. The best part? You’re welcome to sip a delicious vintage while you paint. 

2820 Roosevelt Rd Ste 106, San Diego, CA 92106 


Enjoy a Picnic at Sunset Cliffs (3.1 miles)


There’s no bad spot in town to take in the sunset, but there may be no better spot than Sunset Cliffs. These magnificent sandstone cliffs are adjacent to a stunning park and overlook one of the most beautiful beaches in the state. So curling up on a blanket and enjoying a little al fresco dining while you watch the sun slip below the water is always a beautiful experience. Reach out to our friends at Pop Up Picnic to make it happen.

1253 Sunset Cliffs Blvd, San Diego, CA 92107


Indulge in a Dinner Cruise (5.2 miles)

(Photo: @flagshipsd)

Picture it: the sun is setting, the air is warm, and you and your date are toasting over a gourmet meal as you gaze out over the deck of a luxury yacht. It doesn’t have to be a fantasy in “America’s Finest City”! Flagship Cruises embarks on nightly dinner excursions that offer decadent meals, a range of beverage options, and spectacular views of the bay and skyline. So book your cruise and set sail on a romantic adventure you’ll never forget.

990 North Harbor Dr, San Diego, CA 92101   


Catch a Movie Under the Stars (5.7 miles)


(Video: @rooftopcinemaclub)

When it comes to date-planning, there’s nothing wrong with heading out to the cineplex. Still, when you have the option of cozying up and taking in a blockbuster on an open-air rooftop, a movie turns into something truly special. If that sounds as good to you as it does to us, head to Rooftop Cinema Club in the Embarcadero, and prepare to be enchanted. They’re running a full schedule of must-see films just blocks from the ocean. 

Manchester Grand Hyatt, 1 Market Pl, San Diego, CA 92101


Enjoy a Day at Belmont Park (6.2 miles)

(Photo: @belmontparksd)

Looking for a fun day out for two? Belmont Park is a timeless boardwalk-style waterfront rides-and-games destination located in picturesque Mission Beach. The park features awesome attractions like the Giant Dipper roller coaster, mini-golf, rock climbing, classic oceanside dining, and more. Check the Belmont Park information page for info. Then when it’s time to go, pop over to Cannonball for some sushi on their rooftop deck!

3146 Mission Blvd, San Diego, CA 92109


Grab a Nightcap at Blue Wave Bar & Grill (just steps away!)


Outdoor Dining Tables in front of marina

(Photo: @island_palms)

Our own Blue Wave Bar & Grill is the perfect place to enjoy a meal, sample our menu of craft cocktails, and kick back with a soothing and picturesque marina view. But that’s not all. All summer long, we’ll be offering free live entertainment! Fridays and Saturdays, you’re welcome to stop in for live music featuring a rotating roster of some of the area’s best troubadours. And don’t forget about our exciting fire-spinning shows on Thursdays!


Feel the Love at Island Palms

(Photo: @island_palms)

Ready to book your romantic escape? Best Western Plus Island Palms offers great rates, a convenient location, and lots of guest-friendly amenities you’ll love. Our Special Offers page is the best place to select the travel deal that’s right for you (including our Summer Lovin’ Package), then save big by booking direct.