San Diego is one of California’s most beautiful and diverse cities. It is known for its sunny weather, stunning coastlines, world-class attractions, and laid-back vibe. It’s no wonder it’s called “America’s Finest City.”
There are endless opportunities for exploration, and whether you’re a beach lover, foodie, outdoor enthusiast, or history buff, there’s something for everyone. If you’re planning a short getaway, three days are the perfect amount of time to soak in the city’s most iconic sights, enjoy its cultural richness, and indulge in a few unique experiences. Here’s a guide on how to make the most of your 3-day trip to San Diego, featuring some exciting adventures with City Cruises!
Day 1 in San Diego: Explore the Heart of the City
Morning: Whale Watching
Enjoy the best sightseeing on the San Diego Bay—with a professionally narrated tour courtesy of City Cruises on the San Diego Whale & Dolphin Watching Adventure. Join us on this 3.5 to 4-hour whale-watching cruise as we search for Gray Whales in the winter, Blue Whales in the summer, Minke Whales, Fin Whales, dolphins, sea lions, marine birds, and much more! As we cruise, we’ll see up-close views of the bay’s wildlife as well as iconic landmarks from a new perspective. Our staff will provide live narration and details for a truly memorable experience. Food, beverages, and cocktails will be available for purchase onboard.
Afternoon: Balboa Park & San Diego Zoo
Visit the crown jewel of San Diego—Balboa Park. This sprawling 1,200-acre urban park occupies over a dozen museums, beautifully manicured gardens, and the world-famous San Diego Zoo. Start by taking a stroll through the park, where you’ll encounter Spanish-Renaissance architecture, fountains, and peaceful walking paths. Then, head over to the San Diego Zoo. It houses over 12,000 animals from more than 650 species. The zoo is a leader in wildlife conservation. If you’re traveling with kids, the interactive exhibits at the San Diego Natural History Museum are sure to be a hit.
Evening: Sunset at Sunset Cliffs
End your first day with a trip to Sunset Cliffs Natural Park. Just as the name suggests, this area offers some of the most beautiful sunset views along the rugged Pacific coastline. The cliffs provide plenty of spots to watch the sun dip below the horizon. The park is also great for an early evening walk along its scenic trails.
After sunset, head back into town for dinner at Old Town San Diego, known as the birthplace of California. Explore historic streets and grab a bite at Casa Guadalajara for a lively atmosphere and delicious Mexican cuisine.
Day 2 in San Diego: Beach Day & Water Adventures
Morning: La Jolla Cove
Start day two with a visit to La Jolla Cove, one of San Diego’s most picturesque spots. The cove’s turquoise waters and rocky cliffs make it a prime location for kayaking, snorkeling, and wildlife watching. Sign up for a kayaking tour that will take you through the sea caves and give you a chance to spot seals, sea lions, and even dolphins. If you prefer to stay on land, the scenic coastal trails offer fantastic views of the ocean and marine life. After your outdoor adventure, stroll through La Jolla Village and check out its boutique shops and art galleries. The area has a laid-back, upscale vibe, making it a great place to relax after your morning adventures.
Afternoon: USS Midway Museum & Seaport Village
Dive into San Diego’s military and naval history with a visit to the USS Midway Museum. This retired aircraft carrier-turned-museum is one of the top attractions in the city and provides a fascinating look at life aboard a naval ship. Explore the flight deck, tour the crew quarters, and even try out flight simulators. From there, it’s just a short walk to Seaport Village, a waterfront shopping area filled with quaint boutiques, eateries, and live entertainment. Grab a coffee at one of the cafés and take a stroll along the boardwalk, enjoying views of the bay and the passing sailboats.
The best way to see both is on the Best of the Bay Tour. You’ll enjoy the best sightseeing on San Diego Bay—with a professionally narrated 90-minute harbor boat tour. See Seaport Village, Shelter Island, ship-building and dry-docking facilities, Coronado Island, Point Loma, Cabrillo National Monument, and much more!
Evening: Dinner Cruise on San Diego Harbor
As the sun begins to set, savor an elegant evening on the Bay with the San Diego Premier Dinner Cruise. Experience the city from a different perspective as you enjoy delicious cocktails, plated, chef-prepared menus, and top-notch service. Our live onboard DJ sets the mood while you soak in the San Diego skyline from our climate-controlled interior and open-air rooftop decks. This is a dinner cruise experience that will be long treasured. Whether you’re celebrating a special occasion or simply looking for something unique to try on your 3-day itinerary, this dinner cruise experience will be long treasured, blending fine dining with the beauty of San Diego’s waterfront.
Day 3 in San Diego: Food, Culture, and Fun
Morning: Brunch on the Bay
Start your final day in “America’s Finest City” on the right foot. Or should we say right boat? On the San Diego Premier Bottomless Mimosa Brunch Cruise, get ready for an elegant day on the Bay. We promise an unforgettable 2-hour cruise with delicious cocktails (including unlimited mimosas and free-flowing champagne), a chef-prepared brunch buffet featuring fresh, seasonal ingredients, and one-of-a-kind service. See the San Diego skyline from our open-air rooftop decks and delight in awe-inspiring sights, like the Coronado Bay Bridge, Star of India, Hotel del Coronado, and more!
Afternoon: Lunch in Little Italy
Known for its bustling, vibrant atmosphere, Little Italy is a trendy district filled with charming cafés, upscale dining, and authentic Italian eateries. For something casual, stop by Nonna + Zucchero for fresh homemade pasta or Civico 1845 for interesting vegan Italian options. If you’re a seafood lover, Ironside Fish & Oyster offers some of the freshest seafood in the city, and Filippi’s Pizza Grotto is the place to go for a delicious pie. Afterward, take a short walk around Little Italy to explore the shops and art galleries, soaking in the local flavor. The neighborhood’s street art and outdoor dining make it a perfect spot for a leisurely afternoon.
Evening: Dinner and Drinks in Gaslamp Quarter
As the sun sets, prepare for a night out in San Diego’s lively Gaslamp Quarter. This area is known for its vibrant nightlife. The Gaslamp Quarter is full of trendy restaurants, bars, and rooftop lounges. For dinner, visit STK San Diego, which features an extensive steak menu, or the world-famous Nobu for high-end sushi. Afterward, head to one of the many rooftop bars for a cocktail with a view. Altitude Sky Lounge and The Nolen are two of the best places to enjoy the city skyline at night.
See what San Diego is All About
Spending three days in San Diego allows you to experience the best of the city—from its beaches and vibrant neighborhoods to its rich history and outdoor adventures. With just the right mix of sightseeing with City Cruises, relaxation, cuisine, and local culture, San Diego makes for a memorable and diverse trip, leaving you with plenty of reasons to return. So, pack your bags and get ready for a fun-filled San Diego getaway that will leave you with lasting memories.