San Luis Obispo

#1 Coffee First

Kreuzberg California
685 Higuera St, San Luis Obispo, CA 93401

The Vibe:
Come early, stay late. Full service cafe that also serves cocktails along with breakfast, lunch & dinner sit-down menu options.
 Hip, modern, with tons of natural light

TL Insider Note:
 Bring your laptop & get comfy. Lounge is conducive for getting those creative juices flowing

#2 Best Place to Stay

Madonna Inn
100 Madonna Rd, San Luis Obispo, CA 93405

The Vibe:  Located on a 1,000 acre ranch, The Madonna Inn is a hot pink & luxurious kitchy hotel with 110 eccentric rooms, on-site restaurants, boutique shopping, spa services, and a gorgeous pool.
One of the most funkiest places to stay in the entire state of California

TL Insider Note:
Order their famous Pink Champagne cake at The Copper Cafe

#3 Iconic Bite

SloDoCo Donuts
793F Foothill Blvd, San Luis Obispo, CA 93405

The Vibe:
Hip cafe that serves an insane array of super fluffy & exotic flavored donuts

TL Insider Note:

You can get a plain donut and use their topping bar to personalize it

#4 Thrill Seeking Adventure

Pirate’s Cove Nude Beach
Cave Landing Rd, Pismo Beach, CA 93449

The Vibe: Clothing optional beach located between Avila Beach & Shell Beach Area of Pismo.
Incredible views over Cave Landing Bluffs

TL Insider Note:
There’s a long dirt road you need to propel down to get to the secluded area

#5 Romantic Excursion

The Spa at The Madonna Inn
100 Madonna Rd, San Luis Obispo, CA 93405

The Vibe:
Full service spa with locker rooms, showers, pre & post treatment lounge areas with snacks and tea.

TL Insider Note:
Must book appointments ahead of time. Check out the Spa’s holiday themed special treatments - there are new ones each month!

#6 Best Sightseeing

Reservoir Canyon Trail

The Vibe: Moderate strength hike featuring waterfalls & stunning views of SLO’s green acres.
Full hike is 5.35 miles

TL Insider Note:
Half a mile from the creek is a giant eucalyptus tree with a swing

#7 Wild Card

Bubblegum Alley
733 Higuera St, San Luis Obispo, CA 93401

The Vibe:  
Extensive outdoor walls covered with chewed pieces of gum -- it’s incredibly disgusting but deeply fascinating.

TL Insider Note:
A mere quick two-minute pit stop, likely already on your way to any bar or restaurant in town.

#8 The Happiest Hour

Luna Red
1023 Chorro St, San Luis Obispo, CA 93401

The Vibe:
Indoor/outdoor sitting with firepits, twinkly lights, lush greenery, handcrafted cocktails and food with Latin American flair

TL Insider Note:
A three minute walk to the Carousel in the middle of Historic Town Plaza

#9 Dinner with an Atmosphere

Novo Restaurant and Lounge
726 Higuera St, San Luis Obispo, CA 93401

The Vibe: Creekside dining with white-cloth tables under colorful umbrellas.
Stellar service, fresh seafood options and American fare

TL Insider Note:
Seems tiny from the outside, but the back patio is perfect for large parties with back walkways leading to other bars and restaurants.

#10 Night Out Spot

The Carissa (formerly SLO Brew)
736 Higuera St, San Luis Obispo, CA 93401

The Vibe: Newly remodeled, more upscale version of their college-age bar, SLO Brew.
Pool tables, rooftop deck, extensive bar seating, and lounge area couches 

TL Insider Note:
On busy nights or peak brunch hours, join the waitlist via Yelp online