3-Day Hollywood, Florida Itinerary for Big Groups: Beach, Broadwalk & More

Planning a getaway with a big crew? A well-organized Hollywood Florida itinerary for 3 days is the secret to keeping everyone happy—from the beach lovers and foodies to the night owls and early risers. Nestled between Miami and Fort Lauderdale, Hollywood, Florida delivers golden sand, a legendary oceanfront Broadwalk, world-class entertainment, and enough shopping and dining to fill a long weekend and then some.

At Amazing Rentals, we specialize in spacious homes built for groups, so you can spread out, cook together, and gather at the end of each day without splitting the party across multiple hotel rooms. Below is a day-by-day plan packed with insider tips and easy logistics to help your whole group make the most of this laid-back beach town.

Day 1: Arrive, Settle In & Hit Hollywood Beach

Your first day is all about easing into vacation mode. Once your group touches down (Fort Lauderdale-Hollywood International Airport is just minutes away), the priority is getting to your home base and dropping your bags.

For big groups, a single roomy rental beats juggling separate hotel bookings every time. Consider a home like this luxury option in the heart of the area:

Hollywood Paradise: Luxury 4BR Home+Outdoor Fun offers four bedrooms and outdoor space, making it an ideal launchpad for a group weekend in Hollywood. With room to relax and unwind, it's a comfortable retreat after busy days exploring.

Once you're settled, head straight to Hollywood Beach. The wide, powdery sand and calm Atlantic waters are perfect for a first-day swim, beach games, or simply soaking up the sunshine. Browse a variety of nearby stays on our Hollywood Beach vacation rental collection if you're still weighing your options for future trips.

Insider tip: Arrive at the beach in the late afternoon on your first day. The crowds thin out, the temperature cools, and the golden-hour light is unbeatable for group photos.

Wrap up the evening with a relaxed group dinner. There are plenty of casual oceanfront spots where you can pull tables together and swap travel stories over fresh seafood and cold drinks.

Day 2: Explore the Hollywood Beach Broadwalk

No Hollywood Florida itinerary for 3 days is complete without a full day dedicated to the iconic Broadwalk. This 2.5-mile brick-paved promenade runs right along the ocean and is the beating heart of the city's beach culture.

Start your morning with a stroll or bike ride along the path—rentals for cruisers, tandem bikes, and surrey carts are widely available, and they're a hit with groups. Cycling the length of the Broadwalk is one of the most beloved Hollywood Broadwalk activities, and it's a fun way for everyone to see the sights together.

Morning: Breakfast & Beach Time

Grab breakfast at one of the many cafés lining the promenade, then claim a stretch of sand for the morning. The Broadwalk's central location means you're never far from restrooms, showers, rental huts, and snack stands—ideal for keeping a large group organized.

Afternoon: Eat, Shop & Play

The Broadwalk is dotted with ice cream shops, tiki bars, gift stores, and restaurants ranging from Latin American fare to classic beachside bites. For a deeper dive into where to eat, check out our guide to the best restaurants along the Hollywood Beach Broadwalk, which is packed with group-friendly picks.

Don't miss the Hollywood Beach Theatre, an open-air amphitheater where free live music and performances often take place—a fun, low-key way to relax as a group. When you're ready to book, explore our curated Hollywood Beach Broadwalk rentals to stay right in the action.

Insider tip: For big groups, split into smaller "food teams" and each grab something different from the various vendors, then reconvene at a beachfront table to share. It's the tastiest way to sample the Broadwalk.

Evening: Sunset & Casual Dining

End your day watching the sky turn shades of pink and orange over the water. Then settle in for dinner at one of the Broadwalk's many patio restaurants. If your group is looking for even more inspiration, our Hollywood Beach Broadwalk summer guide is full of seasonal ideas.

Day 3: Entertainment, Shopping & Nearby Attractions

Save your final day for the big-ticket experiences that make Hollywood such a versatile destination for groups. This is where the area really shines beyond the beach.

Seminole Hard Rock Hotel & Casino

The Seminole Hard Rock Hotel & Casino is a short drive away and offers something for everyone—gaming, live entertainment, upscale dining, and a resort atmosphere. Even if gambling isn't your group's thing, the venue's restaurants, bars, and concert lineup make it worth a visit.

If your crew is into live music, keep an eye on the venue's schedule and read our post on Seminole Hard Rock concerts and where to stay to plan around show dates. You can also browse stays near the casino in our Seminole Hard Rock Hollywood collection.

Insider tip: Weeknight visits to the casino tend to be less crowded, and dinner reservations are much easier to secure for larger parties.

Shopping at Aventura Mall

If part of your group prefers retail therapy over the roulette table, the massive Aventura Mall is one of the largest shopping centers in the country and just a short drive south. With hundreds of stores, a food court, and plenty of sit-down restaurants, it's an easy way to spend an afternoon—especially useful if the weather isn't cooperating.

For a more local shopping and dining experience, Hollywood Hills Plaza offers convenient stores and eateries closer to home.

One Last Beach Sunset

Cap off your things to do in Hollywood FL group adventure with one final beach visit. Whether it's a sunset swim, a last walk along the Broadwalk, or drinks on your rental's patio, this is the moment to slow down and celebrate a trip well spent.

Where to Stay: Group-Friendly Rentals in Hollywood

The right home base can make or break a group trip. Instead of cramming into tight hotel rooms, a spacious vacation rental gives everyone room to breathe, a full kitchen for group meals, and shared spaces for game nights and morning coffee.

Amazing Rentals offers a range of homes across the area, whether you want to be steps from the sand or closer to the entertainment districts. Browse our full Hollywood, Florida rental collection to find the perfect fit for your group's size, budget, and vibe.

If you're comparing beach towns, our breakdown of Hollywood Beach vs. Fort Lauderdale Beach for groups can help you decide which destination best suits your crew.

Make the Most of Your 3 Days in Hollywood

From the sun-soaked sand of Hollywood Beach to the buzzing Broadwalk and the entertainment at Seminole Hard Rock, this Hollywood Florida itinerary for 3 days gives big groups the perfect blend of relaxation, adventure, and shared experiences. With a little planning and the right home base, you'll spend less time coordinating and more time making memories.

Ready to bring your group to South Florida? Explore group-friendly homes with Amazing Rentals and book your stay in Hollywood today—your beach, Broadwalk, and casino adventure awaits.