City streets and illuminated buildings in San Diego’s Gaslamp Quarter at dusk

Sunshine seems to follow you wherever you go in San Diego. From laid-back surf towns to Gaslamp’s buzzing nightlife, this coastal city balances beachy charm with city polish. Picture morning yoga on the sand, fish tacos with an ocean view, and a golden hour hike through sandstone cliffs.

This Foresyte itinerary was built to help you embrace the slower tempo of Southern California—three days that taste like salt air, fresh citrus, and a little freedom.

Let’s take it from the top.

📍 Cruisin through It



Day 1: Harbor Cruise

“Catch ocean breeze and skyline views as you drift along the harbor. Pure SoCal serenity.”



Day 1: Dinner @ Juniper and Ivy

“Playful, polished, and packed with flavor. This spot makes dinner feel like a celebration.”



Day 2: Downtown Food

“Hit the Gaslamp with an appetite, street eats, secret spots, and local gems await.”



Day 2: Lunch @ Ambrogio15 Pizza

“Neapolitan pizza that’s light, airy, and totally addictive. One bite and you’re on the Amalfi.”



Day 2: Sea Cave Kayak

“Glide into hidden sea caves with salty mist on your face. Adventure and peace in one paddle 🚣‍”



Day 2: Dinner @ Nine-Ten Cuisine

“Refined coastal cuisine with a relaxed edge. The view’s great, but the tasting menu? Unreal.”



Day 3: Brunch @ Great Maple Brunch

“Pancakes, pork belly, and maple magic. Weekend brunch done right.”



Day 3: Slot Canyons

“Sandstone slots and sun-dappled paths. Nature’s artwork, carved over centuries.”



Day 3: Bites @ Dockside 1953

“Modern marina vibes with fresh catch on the patio. Feels like vacation, even if you’re local.”



Day 3: Whale Watching

“Keep an eye on the horizon, when those tails breach, it’s magic in motion.”



Day 3: Dinner @ Camp Cucina

“Rustic, warm, and full of flavor. Pasta nights here hit different after a day in the sun.”

FIND A STAY

What are the best things to do in San Diego for a weekend trip?

The best things to do in San Diego for a weekend include exploring Balboa Park, relaxing at La Jolla Cove, visiting the San Diego Zoo, strolling through the Gaslamp Quarter, and catching a sunset at Sunset Cliffs.



When is the best time to visit San Diego for a weekend getaway?

San Diego is great year-round, but the best time to visit is from March to May or September to November, when the weather is warm and the crowds are lighter.



Where should I stay in San Diego for a weekend vacation?

For a weekend stay, consider downtown San Diego for walkability and nightlife, La Jolla for coastal luxury, or Pacific Beach for a more casual, surf-centric vibe.



Is San Diego safe for tourists on a weekend trip?

Yes, San Diego is one of the safer large cities in the U.S. Use basic precautions at night and stick to well-trafficked areas for a worry-free trip.



What is San Diego known for among weekend travelers?

San Diego is known for its beautiful beaches, world-class zoo, Mexican-influenced cuisine, military history, and perfect year-round weather.



How do I get around San Diego during a short stay?

While downtown is walkable, renting a car is the easiest way to explore the city’s spread-out neighborhoods. Rideshare services and the trolley system are also convenient for short trips.

Start your journey with Foresyte, where the planning is part of the magic.

Discover the experiences that matter most.

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