Hollywood Birthday Trip

Mar 19-23, 2026

🎶 ITINERARY

The suggested itinerary includes:

  • Beach Days

  • Hollywood Downtown and Pool Days

  • Water Taxi

🌴 Hollywood Girls Weekend

Thursday – Sunday

🌙 THURSDAY — Arrival + Pool + Easy Dinner

Evening

  • Guests arrive and settle into the condo

  • Meet at the pool area:

    • Welcome drinks

    • Light snacks

    • Catch-up time, decompression from travel

Dinner — Downtown Hollywood

  • Walk or short ride to Hollywood Circle / downtown

  • Casual but fun dinner:

    • Mexican, Italian, or waterfront casual

  • Optional:

    • Hollywood blvd for after dinner drinks

☀️ FRIDAY — Beach Day + Rooftop Cocktail Night

Morning

  • Coffee + breakfast at condo or nearby café

  • Head to the beach late morning

🏖️ Midday — Full Beach Day

  • Chairs + umbrellas or cabana

  • Swimming, walking, biking on the boardwalk, relaxing

  • Lunch:

    • Beachside lunch and pina coladas

Late Afternoon

  • Back to condo

  • Showers, naps, lounging, getting ready

🌇 Evening — Rooftop Cocktail Night

  • Head to a rooftop bar (Hollywood / Fort Lauderdale area)

  • Cocktails + sunset + small plates

  • This is our glam night

Vibe: Sun + glamour + celebration

🚤 SATURDAY — Water Taxi Day

Morning

  • Breakfast at condo or visit Farmers Milk Cafe

  • Head to Water Taxi pickup

🌊 Late Morning – Afternoon

  • Water Taxi hop-on/hop-off:

    • Stop for lunch at a waterfront restaurant

    • Walk Las Olas or another marina area

    • Possibly one fun cocktail stop

  • This is:

    • Scenic

    • Fun

    • Very Florida

    • Zero-stress transport

Late Afternoon

  • Return to condo

  • Rest, showers, downtime

Evening

  • Dinner at GGs on the Intercoastal Waterway

🌴 SUNDAY — Miami Day Trip

Morning

  • Breakfast + pack up

  • Head to Miami

Late Morning – Afternoon
Choose ONE area depending on group style:

  • South Beach → iconic, walkable, ocean views

  • Wynwood → artsy, murals, cafés

  • Design District → chic, galleries, shopping

  • Walk, explore, coffee, lunch, light shopping

Mid–Late Afternoon

  • Head back to Hollywood

💰 All-In Cost Estimate 

Estimated Cost Per Person, assuming you are OK with all staying at the Condo

Flights (estimated) $250

Food & Drinks (3.5 days) - $250 – $350

Water Taxi Ticket - $60

Shared Ubers / Transportation - $30 – $50

TOTAL ESTIMATED COST PER PERSON =

Less than $800