Romantic Long Weekend in Oakland

Experience love in the urban charm of Oakland.

22 April 2023

A romantic trip to Oakland promises an eclectic mix of activities that cater to different tastes. With its vibrant arts scene, waterfront parks, and trendy restaurants, Oakland has a lot to offer to couples looking to spend some quality time together. Whether you prefer strolling through street art murals, perusing farmers markets, or taking a sunset cruise on the bay, you will find plenty of options to create lasting memories with your loved one.

Travel plan

Getting latest place information
Day 1

Arrival and Exploration

  • Check into the gorgeous boutique hotel, The Claremont Club & Spa
  • Grab a coffee from the trendy Blue Bottle Coffee in the historic W.C. Morse Building
  • Stroll around the bohemian Temescal Alley and peek into the local artisan shops
  • Head to Lake Merritt and take a romantic gondola ride
  • Enjoy a farm-to-table dinner at the Michelin-starred Commis Restaurant
Day 2

Wine, Cheese and Views

  • Drive up to the stunning Napa Valley for a day trip
  • Visit the award-winning Domaine Carneros winery and marvel at the vineyard views
  • Indulge in a wine and cheese pairing at the picturesque V. Sattui Winery
  • Take a leisurely stroll around the quaint town of Yountville
  • End the day watching the sunset from the Golden Gate Bridge
Day 3

Culture and History

  • Head to the Oakland Museum of California and explore the state's art, history and culture
  • Take a tour of the famous Jack London Square and learn about the area's rich history
  • Have lunch at the bustling Bakesale Betty's, known for their delicious fried chicken sandwich
  • Visit the historic Paramount Theatre and catch a show or tour the ornate building
  • Enjoy dinner at the trendy and intimate Shakewell Restaurant
Day 4

Street Art and Tacos

  • Take a graffiti and mural tour of the vibrant and colorful Downtown Oakland
  • Have lunch at the famous Tacos Sinaloa food truck and enjoy authentic Mexican street tacos
  • Visit the quirky and hipster-filled area of Rockridge and browse through the many unique shops
  • Catch a movie at the restored and gorgeously renovated Grand Lake Theatre
  • End the day with a sunset cocktail at the scenic rooftop bar at The Rooftop Restaurant and Bar
Day 5

Beaches and Farewell

  • Take a day trip to the beautiful Half Moon Bay beach and walk along the picturesque coastline
  • Have a seafood lunch at the renowned Sam's Chowder House with ocean views
  • Drive back to Oakland and stop by the iconic Fenton's Creamery for dessert
  • Relish the final dinner at the elegant and charming Lake Chalet Seafood Bar and Grill
  • End the trip with a romantic stroll around Lake Merritt and take in the stunning views.

How to get there

Plane

The best way to get to Oakland, United States by plane is to fly into the Oakland International Airport (OAK) which has direct flights from major cities in the USA and other countries.

Car

Driving to Oakland, United States is a great option if you live nearby. From San Francisco, take the 80 East freeway and cross the Bay Bridge. From Los Angeles, take the I-5 North and connect to the I-580 East.

Train

Unfortunately, there is no direct train service to Oakland, United States. However, you can take an Amtrak train to nearby Emeryville Station and then take a bus or taxi to Oakland.

Boat

Oakland, United States is a busy port city, and there are several cruise ships that dock at the Oakland Port. The best way to get there is by taking a cruise ship from other ports in the USA or other countries.

Bus

There are several bus companies that operate services to Oakland, United States. The best way to get there is by taking a Greyhound bus or a Megabus which has affordable services from major cities in the USA.

More travel plans

Weekend Adventure: Oakland's Art, Food, and Nature

Oakland is a vibrant city in Northern California that offers a unique blend of urban and outdoor experiences for tourists. Visitors can explore Oakland's thriving arts and culture scene, hike through one of the many nearby parks, or indulge in delicious cuisine from the city's diverse communities. Additionally, Oakland boasts iconic attractions such as Jack London Square, Lake Merritt, and the historic Fox Theater.

Oakland Odyssey: A Vibrant Family Day Trip Journey

Embark on a family-friendly adventure in Oakland, United States, offering a perfect blend of culture, nature, and entertainment. Explore the stunning Redwood Regional Park and marvel at its towering trees, while enjoying picnics and hiking trails suitable for all ages. Engage in enriching experiences at the Oakland Museum of California, featuring diverse exhibits showcasing the state's history, art, and natural sciences. Conclude your trip with a visit to the Children's Fairyland, where little ones can immerse themselves in a magical realm of whimsical storytelling, rides, and interactive exhibits.

The Ultimate 2-Day Oakland Adventure

Oakland, situated in the heart of California, is an exceptionally diverse and progressive city that is a perfect destination for those seeking a vibrant culture and grand landscapes. As a tourist, you can start your day exploring Oakland's beautiful open parks, go hiking in the Oakland Hills or enjoy some delicious farm-to-table food in the trendy Temescal district. Finally, you cannot leave Oakland without experiencing its rich and fascinating history, such as a visit to the African American Museum and Library at Oakland or the Oakland Museum of California.

Oakland on a Budget: 5 Fun Days

A visit to Oakland can still be exciting even when on a budget. Catch some tunes at the Fox Theater, take a walk around Lake Merritt, and explore the street art and murals around the city. Don't forget to try out the budget-friendly food and coffee spots like Tacos Sinaloa and Red Bay Coffee.