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  • Writer's pictureNichole Daylinn

Let's Get Moving in May Together!

I'm switching it up this month. Before I have simply given date ideas but after thinking about it, I thought perhaps you'd like to know what sort of date we'd need to plan in order to make the most of these fantastic happenings around San Diego. Below you'll find recommend ideas along with a minimum length to bring these exciting dates into fruition! I'm also going to add a few ideas for June for those that like to really build the anticipation, I love a thoughtful planner!


Rates listed next to the date is for our time together. Not included: Dinners, gratuity, transportation, entertainment (spas, art, tickets, etc), lodging if necessary.

Planning ahead is sexy and comes with benefits! Take advantage of my Members Rates when booking to get incentivized rates!

San Diego Padres Dates!

(6+ hour date $1800)

The Padres at the Petco Park! Will you take me to my very first baseball game at the Padres stadium!? Pop my stadium cherry, I dare you!


Upcoming Games!

May 1st - 3rd SD vs Cincinnati Reds

May 5th - 7th SD vs LA Dodgers

May 15th - 17th SD vs Kansas City Royals

Next Month Games!

June 2nd - 5th SD vs Chicago Cubs

June 6th - 7th SD vs Seattle Mariners






The Flower Fields Mar. 1st - May 14th (4+ hour date $1500)

For more than sixty years, Mother Nature has transformed the rolling hills of North San Diego County into one of the most spectacular and coordinated displays of natural color and beauty anywhere in the world. And since 2015 when I moved to San Diego I've wanted to experience this for myself! With vibrant gardens, fresh strawberries, a sweet pea maze and a picnic area... Will this be the year I finally bloom with you by my side?


Cinco De Mayo Cruise on Triton Charters May 5th (6+ hour date $1800)

Let's climb aboard a 75ft Catamaran to enjoy a unique Cinco De Mayo yacht harbor cruise through San Diego Bay! Included are all-you-can-eat freshly made tacos, live music, and our very own captain, crew, and bartender! What a way to celebrate!


City Ballet's Romeo + Juliet May 6th - 7th (6+ hour date $1800)

The magnificent scenery and costumes evoke Renaissance Italy and Sergei Prokofiev’s lush score, played by the City Ballet Orchestra, brings this classic love story thrillingly to life. Ballet storytelling at its best, how romantic!


Red Hot Chili Peppers May 12th (6+ hour date $1800)

Ready for some Rock n Roll!? Together we can live it up for the evening listing to the Red Hot Chili Peppers with special guests The Mars Volta and Thundercat!


Playing with Fire Dinner Series May 8th (4+ hour date $1500)

The Lodge at Torrey Pines is bringing back the popular monthly outdoor grilling event series. Executive Chef Kelli Crosson and Chef de Cuisine Ryan Dzierzawski partner with some of San Diego’s most talented chefs to create a curated menu with dishes cooked over a wood-burning fire. Hosted on The Grill’s patio overlooking the Torrey Pines Golf Course, every event also includes pours from a featured local craft brewery for us to enjoy.


Dates for Next Month: June!


2023 San Diego County Fair June 7th - July 4th (6+ hour date $1800)

Adventure awaits at the 2023 San Diego County Fair – "Get Out There!" to explore the great outdoors and get s'more of what life has to offer Wednesday, June 7 through Tuesday, July 4 at the Del Mar Fairgrounds. Scout out Best-of-Show winners in the Fair's competitive exhibitions. Reach new heights as you spin upside-down in the FunZone. Hike around San Diego Grown to learn all about local agriculture from food to fiber to flowers. Be prepared for an unsurpassed line-up of entertainment on the fair's featured stages. Summer camp has never been so much fun!


Taste of Julian June 10th (6+ hours date $1800 /Highly recommends overnight for leisurely date 10-12 hours $2600 or 14-16 hours $3000)

Taste of Julian: Julian’s Annual Celebration of Julian Faire shows there is more to Julian than Apples. While apples will always be revered by the hamlet of Julian, we have more than apples to celebrate and Taste of Julian is designed to do just that…celebrate the deliciously diverse culinary delights Julian has to offer. The event is a self guided tour of the participating restaurants and tasting rooms in the Julian area. This event ALWAYS SELLS OUT! Purchasing your tickets in advance in highly recommended.


Annual Luau Party June 9th (6+ hour date $1800)

Experience authentic island culinary favorites and Polynesian entertainment at Kona Kai's third annual Luau party. Celebrate the Aloha spirit on June 9th for a summer night of authentic all-you-can-eat Polynesian cuisine, live music from Island Breeze, and a special performance from Taupou Samoa. A journey of island traditions with Tahitian drums, fire knive dancing, and more.


Playing with Fire Dinner Series June 12th (4+ hour date $1500)

The Lodge at Torrey Pines is bringing back the popular monthly outdoor grilling event series. Executive Chef Kelli Crosson and Chef de Cuisine Ryan Dzierzawski partner with some of San Diego’s most talented chefs to create a curated menu with dishes cooked over a wood-burning fire. Hosted on The Grill’s patio overlooking the Torrey Pines Golf Course, every event also includes pours from a featured local craft brewery for us to enjoy.


The 5th Annual San Diego Smooth Jazz Festival June 24th - 25th (6+ hour date $1800)

The San Diego Smooth Jazz Festival unites music lovers from around the world at the picturesque site of The Rady Shell at Jacobs Park. This two-day event combines the soothing sounds of smooth jazz, a variety of delicious cuisine, and an amazing atmosphere that creates an unparalleled experience. Hosted by Eric Darius, including artists: Rebecca Jade, Michael Franks, RnR (featuring Richard Elliot & Rick Braun), Jazz, Funk, Soul (featuring Jeff Lorber, Everette Harp, and Paul Jackson Jr.) plus many more!


43rd Annual Ocean Beach Street Fair & Chili Cook-Off June 24th (4+ hour date $1500)

With three stages of continuous music, two community mural projects, Artist Alley featuring local artisans and crafters, food and merchandise vendors, a Seaside Family Fun Zone, Chili Cook-Off, and more. What are we waiting for!? Let's go get our chili on!

Free Event, no tickets required.


If there's something you'd like to do but didn't find on this suggestion list, please let me know! I'm always open to trying new things and would adore making lasting memories with you.




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