Wander With Kelsey
Margaritaville Hollywood Beach Resort

Your Trip Guide

Ashley & Robert’s Hollywood Beach Getaway

Margaritaville Hollywood Beach Resort · October 10–13, 2026

At a Glance

Everything You’ll Reach For

Screenshot this section so you have it handy without Wi-Fi.

Confirmation numbers

  • MargaritavilleSH31347930
  • American AirlinesKWHHP5
  • Trip itinerary73561739201675

Your stay

  • Room1 King · Partial Ocean View
  • Check-inSat, Oct 10 · 4:00 PM
  • Check-outTue, Oct 13 · 11:00 AM
  • Address1111 N. Ocean Dr.
    Hollywood, FL 33019
  • Resort phone(954) 874-4444

Saturday, October 10

Travel Day

An early start means a full first day at the beach. Here’s how Saturday flows.

  1. Before you leave home

    Check in on the app

    Check-in is open now. If you haven’t yet, add your trip in the American Airlines app with code KWHHP5, pick seats if you’d like to sit together, add any checked bags, and save your boarding passes.

  2. 6:00 AM

    Depart Louisville

    American 2073, nonstop from SDF to Miami. Give yourselves extra time at the airport for an early-morning departure, especially if you’re checking a bag.

  3. 8:34 AM

    Land in Miami

    Follow the airport signs for rideshare pickup. Hollywood Beach is about 25 miles north, and drive time depends on traffic. Your ride to the resort is not included in your package.

  4. Late morning

    Drop your bags

    Your room won’t be ready until 4:00 PM, so ask the front desk whether they can hold your luggage. Then change into beach clothes and go explore.

  5. Midday

    Lunch with a view

    Grab a casual bite at LandShark Bar & Grill on the oceanfront deck, then find a spot on the sand or wander the Broadwalk.

  6. 4:00 PM

    Check in

    Settle into your king room and freshen up. The minimum check-in age is 21, and the resort will ask for a card for the deposit and incidentals.

  7. Sunset

    Toast the trip

    Head to 5 o’Clock Somewhere Bar & Grill on the Intracoastal side of the resort for its daily sunset ritual. Mid-October sunsets are around 7:00 PM.

Margaritaville Hollywood Beach Resort

The Resort

Your resort sits right on the Hollywood Beach Broadwalk, with the ocean on one side and the Intracoastal on the other.

  • The pools

    Three pools, including tropical pools with a waterfall on the main deck. Pool access is part of your resort fee.

  • License to Chill 21+

    The rooftop pool and bar on the 11th floor, with Atlantic views and an adults-only crowd. It’s open to resort guests, so it’s a perfect afternoon escape.

  • FlowRider

    The resort’s surf simulator. It’s fun to try or just to watch from LandShark’s deck. Check at the resort for times and any cost.

  • St. Somewhere Spa

    The resort’s full-service spa, if a massage sounds like the right way to spend a morning. Book ahead for the best times.

  • On the water

    Kayak and paddleboard rentals, plus jet ski rentals, are available through the resort.

Paid at the resort

The resort collects a resort fee of $55.47 per night and a $150-per-night deposit at the property.

Your resort fee includes

Pool access · beach access with loungers and towels · fitness center · housekeeping · in-room bottled water and coffee · internet · business center

Not included

Meals, drinks, spa treatments, rentals and other incidentals are charged separately.

On Property

Eat & Drink

You could eat every meal without leaving the resort. Here’s where to go, and when.

Morning

Margaritaville Coffee Shop

Coffee, breakfast sandwiches, pastries and light bites. An easy start before the beach.

Beach days

LandShark Bar & Grill

Casual and oceanfront, with seafood, cold drinks and a view of the FlowRider.

Poolside

Lone Palm Beach Bar

A tiki bar by the pool and the Broadwalk for a drink between swims.

Afternoon

Floridays Tacos & ’Ritas

A laid-back beachside cantina known for its margaritas.

Sunset

5 o’Clock Somewhere Bar & Grill

A dockside bar on the Intracoastal, with live entertainment, a fire pit and a daily sunset ritual.

Rooftop · 21+

License to Chill Bar

Drinks and bites on the 11th floor next to the rooftop pool, with Atlantic views.

Fun dinner

Margaritaville Restaurant

Island-style food, tropical cocktails and live music. The Cheeseburger in Paradise is the classic order.

Date night

JWB Prime Steak and Seafood

The resort’s upscale steakhouse, with seafood, a raw bar and a strong wine list. Reserve ahead for a special dinner.

Hours, menus and entertainment change, so check the resort’s app or ask at the front desk for this weekend’s schedule.

A Loose Plan

Your Days

Just a suggestion. Swap anything around, or skip it all for another pool day.

Saturday

Arrive & unwind

  • Lunch at LandShark
  • Beach and Broadwalk
  • Check in at 4:00 PM
  • Sunset at 5 o’Clock Somewhere

Sunday

Pool day

  • Coffee shop breakfast
  • Tropical pools
  • Rooftop at License to Chill
  • Dinner at JWB

Monday

Explore

  • Morning walk on the Broadwalk
  • Kayak or paddleboard
  • Try the FlowRider
  • Dinner at Margaritaville Restaurant

Tuesday

Head home

  • Early breakfast
  • One last beach walk
  • Check out by 11:00 AM
  • Ride to MIA for 1:37 PM

Beyond the Resort

The Hollywood Beach Broadwalk

Right outside your door is one of South Florida’s best beachfront promenades.

2.5miles

Walk it or bike it

The brick-paved Broadwalk runs from Jefferson Street to Sheridan Street. A sunrise or early-evening stroll is the perfect way to see it.

Cafes& shops

Stop along the way

Outdoor cafes and shops line the walk, so it’s easy to wander for a snack or a souvenir.

Livemusic

Evenings on the beach

The Hollywood Beach Theater hosts concerts on the Broadwalk. Ask at the front desk what’s on while you’re there.

Tuesday, October 13

Heading Home

Your flight leaves in the early afternoon, so you can enjoy a relaxed morning before check-out.

  1. Monday, 1:37 PM

    Check in on the app

    Check-in for your flight home opens 24 hours before departure. Add bags and save your boarding passes to your phone’s wallet.

  2. By 10:30 AM

    Leave the resort

    Check out (by 11:00 AM at the latest) and book your rideshare to Miami International. Leaving around 10:30 gives you room for traffic and the airport.

  3. 1:37 PM

    Miami to Charlotte

    American 2297, arriving in Charlotte at 3:45 PM.

  4. 1h 16m

    Connect in Charlotte

    You’ll change planes, so check the airport screens for your next gate as soon as you land.

  5. 5:01 PM

    Charlotte to Louisville

    American 3219, landing at SDF at 6:27 PM. Welcome home!

Good to know: Your fare includes one carry-on each. Checked bags and seat selection cost extra, and the tickets can’t be changed or cancelled. American currently charges $45 for a first checked bag on domestic flights when you pay online, versus $50 at the airport, and some fares cost a little more. Fees are per bag, each way.

Mid-October in South Florida

Packing List

Expect warm, humid days in the mid-80s, with a chance of passing showers. Tap each item to check it off.

Pack the sunscreen and soak up every minute. I can’t wait to hear all about it!

Kelsey

Wander With Kelsey

Questions while you’re away? Text me at 606.483.6560

wanderwithkelsey.com