Tue · Mar 17
Arrive · Settle · Breathe ✈️
Afternoon
🛬Land, get to the villa, walk-through — sort what's stocked vs. what to grab. Jovan & Stanley land 3:28 PM.
🛒First grocery run —
Food Center + Cost U Less for bulk water, rum, beer.
Evening
🍳First dinner in — Jovan cooks. Fresh fish or chicken, rice, plantains. Set the tone.
🎶Porch night — drinks, music, cards or dominos. Welcome to the island.
Est. ~$40–55/pp · groceries + the week's rum haul
Wed · Mar 18
Charlotte Amalie 🏛️
Morning
🧘Porch yoga, then breakfast, then drive over to town — coffee at a local café to start.
Afternoon
🚶Historic
Charlotte Amalie walk — 99 Steps, Blackbeard's Castle, Fort Christian. Lunch nearby.
Evening
🌅Sunset on the
Paradise Point Skyride — soak the view.
PRIME at the top opens 5 PM if you want dinner there.
Otherwise head back down for dinner closer to the villa
Est. ~$70–95/pp · town day + dinner
Thu · Mar 19
St. John Island Day 🌿
Morning
🧘Yoga, then a fuel-up breakfast — big day.
⛴️Drive to Red Hook · ferry ~11 AM to Cruz Bay.
Afternoon
☕Coffee at Cruz Bay Landing after the ferry.
🏖️Trunk Bay ($5/pp, ADA-accessible) — or the locals' pick, Francis or Maho Bay, quieter and free.
🥾Optional hike: Reef Bay Trail — 5-mi NPS trail, petroglyphs, ruins, waterfall. Others stay on the beach.
🍽️Lunch in Cruz Bay when hikers are back — Banana Deck or Sun Dog Café. Then Longboard happy hour 2–4 PM ($10 painkillers).
Evening
⛴️Ferry back to Red Hook — last is ~11 PM, leave by 9:30–10 to be safe.
Est. ~$80–110/pp · ferry + beach + HH + dinner
Fri · Mar 20
Full Crew Day 🥂
Morning
🧘Yoga, breakfast, easy start.
Afternoon
✈️Airport runs — Val lands 11:06 AM, Tres lands 1 PM. Crew's complete.
Evening
🍤Back to the villa, change, full-crew dinner out. Live music at Hull Bay to close the night.
Est. ~$70–100/pp · beach lunch + dinner + drinks
Sat · Mar 21
Boat Day & the big celebration 🎉
★ Birthday nightMorning
🧘Yoga, breakfast, pack snacks for the boat (drinks included). Leave with a 15–30 min buffer before the charter start.
Afternoon
⛵On the water — talk through the captain's plan.
Christmas Cove +
Pizza Pi for lunch, St. John waters,
Lime Out floating taco bar if time allows.
Charter wraps around 6 PM — back to the villa to get ready
Evening
🎂The big one — celebrating four birthdays, seven people. A classy, local, very-Caribbean dinner out, or a private chef at the villa.Want me to lock the restaurant or the chef? Say the word and I'll book it.
Est. ~$300–350/pp · boat + fuel + birthday dinner
Sun · Mar 22
Lindquist Beach Party 🏖️
Morning
🧘Light yoga (everyone might be a little tender), breakfast.
Afternoon
🏖️Drive to
Lindquist Beach — Sapphire's pick, the big local beach party that runs all day. Lunch wherever she points us.
Evening
🍸Back to the villa, change — dinner out or dinner in, then drinks out.
Iggie's maybe.
Est. ~$80–110/pp · beach + lunch + night out
Mon · Mar 23
Open day, last night 🎈
★ Happy birthday Jovan & TresMorning
🏃Yoga or a run, breakfast, chill vibes.
Afternoon
✈️Drive Val to the airport at noon (2:05 PM flight). Otherwise — open day, no agenda. Beach, nap, or wander.
Evening
🍽️Jovan & Tres pick the spot — last dinner and last night in St. Thomas. Dress in pink.
Est. ~$70–100/pp · last dinner out
Morning
🧹No yoga — tidy up per the host's checkout notes, check out at 11 AM, bags in the car, one last beachside lunch.
Afternoon
🚗To the airport, drop the rental at 1 PM. Anthony, Diamond & mom fly 3:10 PM · Tres 3:55 PM.Until next time, island.
Est. ~$40–60/pp · lunch + travel