Top events Portland Vancouver May 2–4, 2025

Looking for exciting things to do this weekend? The first weekend of May in Portland and Vancouver offers an unforgettable mix of activities, from thrilling boat parades along the Columbia River to classic car shows and vibrant cultural festivals. Whether you’re strolling the scenic waterfronts of Vancouver or celebrating Derby Day in Portland, this weekend brings the best of spring in the Pacific Northwest.

Don’t miss out on these top events happening in and around Portland and Vancouver from May 2–4, 2025—perfect for anyone looking to make the most of their weekend!

🌊 1. Opening Day of Boating Season

📍 Vancouver Waterfront
🗓️ Saturday, May 3 | 🕘 10 AM – 3 PM | 🎟️ Free

About the Event:

The Opening Day of Boating Season isn’t just for experienced sailors—it’s a family-friendly celebration that invites everyone to enjoy life on the water. Hosted by the Vancouver Lake Sailing Club and the U.S. Coast Guard Auxiliary, this event offers hands-on safety demonstrations, paddling lessons, fireboat displays, and a showcase of local marine resources. It’s a fun and educational way to learn about boating, water safety, and recreation opportunities along the Columbia River. The event takes place along the scenic Vancouver Waterfront, which means breathtaking river views and walkable access to some of the city's best restaurants and cafes.

Visitor Tips:

• Bring the whole family: There’s something for every age, including free paddle demos and Coast Guard boat tours.

• Dress for the outdoors: Sunscreen, a hat, and sunglasses are your best friends on the water.

• Don’t miss the boat parade: Arrive early to catch a good view of the boats and grab a front-row seat near Grant Street Pier.

• Plan to explore: Make time to enjoy the Waterfront Renaissance Trail, grab brunch at Twigs or WildFin, or treat yourself to a scoop at Ice Cream Renaissance.

• Parking fills fast: Consider using rideshare or arriving early to secure a spot in the public lots near Grant Street Pier.

🚗 2. Evergreen Car & Coffee

📍 Walmart Auto Center, SE 192nd & Mill Plain Blvd, Vancouver
🗓️ Sunday, May 4 (Recurring Sundays) | 🕘 9 AM – 11 AM | 🎟️ Free

About the Event:

This casual weekly gathering of car lovers is part show, part meet-up, and all about community. Hosted by the Evergreen Mustang Club, Cars & Coffee welcomes all makes and models—from vintage classics and muscle cars to modern imports and daily drivers. It’s a great chance to show off your ride, admire others, and chat with fellow enthusiasts over a hot cup of coffee. Whether you're a seasoned gearhead or just enjoy looking at beautiful vehicles, you'll feel right at home here.

Visitor Tips:

• Bring your car—even if it’s not a showpiece: This isn’t a judged event; it’s about sharing your passion.

• Arrive early for the best spots: The lot starts filling up around 8:30 AM.

• Coffee optional, good vibes required: Stop by a local café like River Maiden or Kafiex on the way for your caffeine fix.

• Be respectful of the lot: No burnouts, loud revving, or racing—this is a family-friendly event that prides itself on being safe and welcoming.

🐾 3. Walk/Run for the Animals

📍 Vancouver Waterfront, 695 Waterfront Way
🗓️ Saturday, May 3 | 🕘 9 AM – 2 PM | 🎟️ $50

About the Event:

Each spring, the Humane Society for Southwest Washington hosts one of the most heartwarming events of the year: the Walk/Run for the Animals. Participants can choose a 3-mile walk or a 5K run along the scenic Columbia River while raising money for pets in need. The event features vendor booths, pet-themed swag, face painting, and activities for both two- and four-legged attendees. Funds raised support local animal rescue, medical care, and adoption efforts—all with a focus on building a more compassionate community for pets.

Visitor Tips:

• Register in advance: You’ll get a T-shirt and help the Humane Society plan for crowd size and amenities.

• Dogs are welcome (and encouraged!): Just make sure they’re leashed and friendly in crowds.

• Fuel up before or after: Waterfront brunch spots like McMenamins on the Columbia or The Cove are perfect for a celebratory meal.

• Wear comfy shoes: The trail is paved but you’ll be doing plenty of walking and wandering.

🎩 4. Portland Derby

📍 The Redd on Salmon Street, Portland
🗓️ Saturday, May 3 | 🕚 11 AM – 6 PM | 🎟️ $25–$35

About the Event:

The Portland Derby is Portland’s most stylish spring party, celebrating the excitement of the Kentucky Derby with a local twist. Now in its 18th year, this “Run for the Rose City” features fashion, food, music, and live streaming of the big race. Think mint juleps, seersucker suits, feathered fascinators, live DJs, and a vibrant crowd ready to toast the most exciting two minutes in sports. Held at The Redd on Salmon Street in the heart of SE Portland’s Central Eastside, the event channels southern elegance with Pacific Northwest flair.

Visitor Tips:

• Dress to impress: Big hats, bow ties, floral prints—go all out!

• Grab your ticket early: This popular event often sells out, especially VIP packages with food and drink perks.

• Bring your dancing shoes: The DJs keep the party going long after the race ends.

• Plan ahead for transportation: Parking is limited in this part of the city—ride shares or the Portland Streetcar are great options.

🎉 5. Portland Cinco de Mayo Fiesta

📍 Tom McCall Waterfront Park, Portland
🗓️ May 2–5 | 🎟️ $10–$24 Daily

About the Event:

Portland’s Cinco de Mayo Fiesta is one of the largest and most authentic cultural celebrations in the Pacific Northwest. Hosted by the Portland Guadalajara Sister City Association, this three-day event celebrates Mexican heritage with traditional music, dancing, artisan crafts, and some of the best food you’ll find this side of the border. From mariachi bands and Ballet Folklorico to boxing matches, carnival rides, and a dedicated kids’ zone, this festival has something for everyone. Located at Tom McCall Waterfront Park, it offers scenic river views with a soundtrack of vibrant, joyful celebration.

Visitor Tips:

• Come hungry: With street tacos, churros, elotes, and aguas frescas, you’ll want to sample it all.

• Check the schedule: Performances and activities change daily, so plan your visit around the acts you want to catch.

• Bring cash: While many vendors accept cards, cash is faster and easier at food stands.

• Great for families: Don’t miss the Plaza de Niños—free for kids under 12, with crafts, games, and face painting.

Don’t Just Visit—Live Here.

Weekends like this are what make the Vancouver-Portland metro area such a special place to call home. If you're thinking about relocating, downsizing, or finding your first place near all this action, I'd love to help you find the perfect fit—close to the waterfront, mountain trails, or that coffee spot you just can’t live without.

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