Palm trees wrapped in Christmas lights along a Florida street at dusk

Sat, Dec 19, 2026 → open-ended

Winston-Salem → Brunswick → Daytona Beach → Sunrise

4 stops so far · the Florida end is still open — more stops get added as the plans take shape.

  1. Drive: 306 mi · about 5 hr 11 min from Leesburg via US-29 S · Directions

    Sat
    19
    Dec
    Downtown Winston-Salem skyline at dusk

    Winston-Salem, North Carolina

    Roberta Hart's house

    Sat, Dec 19 → Mon, Dec 21 · 2 nights

    Stay: Staying with Roberta Hart · Winston-Salem, NC

    Leaving Leesburg Saturday morning — Saturday and Sunday nights with Roberta, then on to Brunswick on Monday.

    Lunch

    No lunch spots yet for this stop.

    Dinner — Saturday night

    • Johnny B's Grillhouse

      Family-style American grill off Stratford Rd.

      Sat 8:00 AM–8:30 PM

      Open in Maps
    • Ma'Luz Mexican Grill (Mi Pueblo)

      Family-style Mexican in Clemmons, known for arroz con pollo and margaritas.

      Sat 10:00 AM–10:30 PM

      Open in Maps
    • Cracker Barrel, Clemmons

      Homestyle Southern comfort food.

      Sat 7:00 AM–10:00 PM

      Open in Maps
    • Los Muelles Mexican Seafood & Grill

      Locally owned Mexican seafood spot in Clemmons, known for birria tacos and margaritas.

      Sat 11:00 AM–10:30 PM

      Open in Maps
    • The Carriage House Restaurant

      Family-friendly American bistro on S Stratford Rd.

      Sat 8:00 AM–9:00 PM

      Open in Maps
  2. Drive: 389 mi · about 5 hr 38 min from Roberta's via I-77 S & I-95 S · Directions

    Mon
    21
    Dec
    St. Simons Island Lighthouse and the keeper's cottage at golden hour

    Brunswick, Georgia

    Holiday Inn Express & Suites Brunswick

    Mon, Dec 21 → Tue, Dec 22 · 1 night

    Stay: Holiday Inn Express & Suites Brunswick — I-95 exit 38 · 236 Gateway Center Boulevard, Brunswick, GA 31525

    Confirmation #47344515 · 1 King Suite Mobility Accessible with Roll-in Shower · AAA rate $140.66 total — nothing charged yet, pay at the property (Visa ending 8929 holds it) · Free cancellation until 6:00 PM Sun Dec 20 · Free breakfast included · Show the AAA card at check-in · Check-in 3:00 PM, check-out 11:00 AM.

    Lunch

    No lunch spots yet for this stop.

    Dinner

    • ECHO St. Simons

      St. Simons Island's only oceanfront restaurant, at The King and Prince Resort on the Atlantic — big waterfront patio with sweeping ocean views. Shrimp and grits and Atlantic grouper are the house signatures.

      Dinner Mon 5:00–9:00 PM · Moderate

      OceanfrontWaterfront patioReservations
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    • Georgia Sea Grill★ 4.8Our pick

      The nicest pick of the bunch — upscale waterfront seafood with live piano and farm-to-table Low Country dishes, in Pier Village on the sound side.

      Mon 5:00–9:30 PM

      Reservations recommendedWheelchair accessible
      Open in Maps
    • Barbara Jean's★ 4.6

      Local favorite for Southern comfort and seafood — famous for its crab cakes and she-crab soup.

      Mon 11:00 AM–8:30 PM

      Wheelchair accessible
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    • The Crab Trap★ 4.5

      The island classic since 1975 — casual and nautical, known for shrimp and grits and charbroiled oysters.

      Mon 5:00–9:00 PM

      Open in Maps
  3. Drive: 159 mi · about 2 hr 31 min from the Brunswick hotel via I-95 S, then US-1 S (exit 273) · Directions

    Tue
    22
    Dec
    Aerial view of the Daytona Beach shoreline and the Atlantic Ocean

    Daytona Beach, Florida

    Lunch stop on the Atlantic

    Tue, Dec 22 · day stop

    A lunch break on the ocean on the way from Brunswick to Mom's. Rollator access wasn't verified for these three spots — worth a call ahead.

    Lunch

    • Crabby's Oceanside★ 4.5

      Beachfront seafood patio with panoramic ocean views — and the only one of the three that takes OpenTable reservations.

      11:00 AM–10:00 PM · Moderate

      Ocean viewOutdoor seating
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    • Ocean Deck Restaurant & Beach Bar★ 4.5

      The classic Daytona oceanfront deck — seafood and sandwiches right on the beach.

      Opens 11:00 AM · Moderate

      Ocean viewOutdoor seating
      Open in Maps
    • Sessions Restaurant

      Inside the Hard Rock Hotel — outdoor seating with Atlantic views and a full lunch menu.

      Open from 7:00 AM

      Ocean viewOutdoor seating
      Open in Maps

    Dinner

    No dinner spots yet for this stop.

  4. Drive: 235 mi · about 3 hr 34 min from Daytona Beach via I-95 S & Florida's Turnpike (tolls) · Directions

    Tue
    22
    Dec
    A South Florida canal lined with palm trees at sunset, near Sunrise

    Sunrise, Florida

    Mom's house — Alicia Weitzel

    From Tue, Dec 22 · no end date yet

    Stay: Staying with Mom

    Home base for Christmas — Christmas Day is Fri Dec 25. Staying at least through New Year's Day (Fri Jan 1); more plans get added here as they take shape.

    Lunch

    No lunch spots yet for this stop.

    Dinner

    No dinner spots yet for this stop.