Switchbacks to Sea Glass: A Private Jeep Day to Trunk Bay
A private Jeep uncovers St. John’s wild curves, quiet coves, and a world-class swim at Trunk Bay—without the crowds.
The road leaves Cruz Bay in a quick shake, curling up the hillside like it’s stretching awake after a long nap. Bougainvillea flashes magenta, roosters strut across the shoulder, and the Caribbean steps into view—first as a sliver, then a panorama. The Jeep hums confidently along St. John’s North Shore Road, each switchback handing off a new cove, a new shade of blue. Trade winds push against the palms and set the day’s pace: unhurried, but determined. This is a private 4WD tour to Trunk Bay and beyond, the easy way to see an island that refuses to be rushed.
Trail Wisdom
Time the Ferry
If you’re staying on St. Thomas, plan your morning ferry to Cruz Bay with buffer time—traffic and lines can add 20–30 minutes.
Reef-Safe Only
Mineral sunscreen (zinc or titanium dioxide) is required; chemical sunscreens are banned in the USVI to protect coral reefs.
Bring Cash for Fees
Trunk Bay collects a day-use beach fee; small bills also help at roadside food stands and for tipping your guide.
Snorkel Smart
Stay off coral, keep fins clear of the bottom, and follow the underwater trail clockwise to ride the gentle current.
Local Knowledge
Hidden Gems
- •Peace Hill Windmill Ruins for a five-minute walk and sweeping views
- •Annaberg Sugar Plantation for a powerful history stop with breezes off Leinster Bay
Wildlife
Green sea turtles, Brown pelicans
Conservation Note
Use only reef-safe mineral sunscreen, never touch or stand on coral, and pack out all trash. Stay on paved or designated roads to reduce erosion into sensitive bays.
Virgin Islands National Park was established in 1956, protecting much of St. John’s land and surrounding waters—made possible in part by land donations from Laurance Rockefeller.
Seasonal Guide
spring
Best for: Calm seas, Clear snorkeling, Lower crowds after winter
Challenges: Occasional rain showers, Rising humidity
Spring brings warm, steady weather and good water clarity—ideal for Trunk Bay swims and scenic drives with fewer visitors than winter.
summer
Best for: Warmest water, Long beach days
Challenges: Heat and humidity, Hurricane season risk (Aug–Sep)
Summer is hot and bright; start early, swim often, and keep an eye on tropical forecasts during late summer.
fall
Best for: Quiet beaches, Value travel
Challenges: Intermittent squalls, Some businesses on limited hours
Fall is mellow and less crowded, with scattered showers; plan flexible days and confirm hours for restaurants and rentals.
winter
Best for: Dry weather, Trade winds, Peak visibility
Challenges: Higher prices, More visitors
Winter is prime season—cooler evenings, breezy days, and excellent water clarity; book ferries and guides ahead.
Photographer's Notes
What to Bring
Reef-Safe Mineral Sunscreen (SPF 30+)Essential
Protects your skin and the island’s corals—chemical sunscreens are prohibited in the USVI.
Water Shoes or Grippy Sandals
Handy for rocky beach entries and short walks to overlooks and ruins.
Lightweight Long-Sleeve Sun Shirt
Adds sun protection during midday drives and snorkeling sessions.
Compact Dry Bag
Keeps your phone, cash, and ferry tickets dry between swims and scenic stops.
Common Questions
Where does the tour start?
Most private Jeep tours begin near Cruz Bay on St. John. If you’re staying on St. Thomas, plan to take the passenger ferry to Cruz Bay; confirm your exact meeting point after booking.
Is snorkeling included?
Snorkeling is optional at Trunk Bay’s underwater trail. Bring your own mask and snorkel or rent gear in Cruz Bay before departure.
How difficult is the driving?
Your guide drives the Jeep. Roads are steep and narrow with left-side driving—another reason a guided tour is a stress-free choice.
Are there fees at Trunk Bay?
Yes. Trunk Bay is a day-use beach managed by Virgin Islands National Park, and an entry fee may be collected at the gate.
What should I wear?
Wear quick-dry clothing or a swimsuit under lightweight layers, plus sandals or shoes with grip. Bring a towel for beach stops.
Is this tour suitable for kids?
Yes. Families often enjoy the mix of short drives, overlook stops, and easy snorkeling. Always use appropriate child seats per local regulations.
What to Pack
Reef-safe sunscreen: Protects skin and coral; Quick-dry towel: Easy transitions from beach to Jeep; Dry bag: Keeps phone, cash, and ferry tickets safe; Refillable water bottle: Hydrate—heat and sun build quickly.
Did You Know
Trunk Bay features a designated underwater snorkeling trail maintained by Virgin Islands National Park, with underwater plaques identifying coral and fish species.
Quick Travel Tips
Book morning ferry tickets in advance, especially in winter; Carry small bills for Trunk Bay entry and roadside snacks; Bring your own snorkel mask to ensure a good fit; Parking is limited at popular beaches—private tours help you time stops for lighter crowds.
Local Flavor
Post-tour, head to The Longboard in Cruz Bay for fresh ceviche and cold painkillers, or grab a burger at Cruz Bay Landing by the ferry dock. Beer lovers should try St. John Brewers at Mongoose Junction—tropical ales, island vibes, and breezy patios tie the day together.
Logistics Snapshot
Closest airport: Cyril E. King Airport (STT), St. Thomas. Ferry: Red Hook to Cruz Bay ~20 minutes. Meet point: typically near Cruz Bay (confirm after booking). Driving from Cruz Bay to Trunk Bay: ~10–15 minutes without stops. Cell service: spotty along the North Shore; better in towns. Permits: No driving permits required; Trunk Bay day-use fee may apply; reef-safe sunscreen is required by law.
Sustainability Note
St. John’s reefs are fragile—use only mineral sunscreen, never anchor on coral, and float rather than stand while snorkeling. Stay on established roads to prevent sediment runoff into bays within Virgin Islands National Park.
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