Caribbean Paradise: A Weekend in St. John's
Virgin Islands History, Beaches, and Tropical Beauty
Trip Overview
This two-day escape to St. John in the U.S. Virgin Islands offers the perfect blend of Caribbean relaxation and cultural exploration. You'll discover colonial-era plantation ruins nestled in lush tropical forests, snorkel in crystal-clear waters, and explore pristine beaches that rank among the world's most beautiful. The itinerary balances historical sites like sugar plantation remnants with leisure time at stunning coastal locations. With a moderate pace, you'll have time to soak in the island's natural beauty without feeling rushed. This getaway showcases St. John's unique position as both a national park paradise and a window into Caribbean colonial history, all while enjoying the warm hospitality and laid-back atmosphere that makes the Virgin Islands so special.
Day-by-Day Itinerary
Colonial History & Coastal Beauty
Where to Stay Tonight
Cruz Bay or North Shore (A beachfront villa or boutique inn with ocean views)
Central location provides easy access to both historical sites and beaches, with Cruz Bay offering dining and nightlife options
Hidden Ruins & Island Exploration
Where to Stay Tonight
Cruz Bay area (Same accommodation as Day 1 or a guesthouse near the ferry terminal)
Staying near Cruz Bay makes departure logistics easier with early ferry access and last-minute shopping opportunities
Practical Information
Getting Around
Most visitors reach St. John via ferry from St. Thomas (Red Hook or Charlotte Amalie). Once on island, rent an open-air jeep or SUV to navigate the hilly terrain and reach remote beaches and historical sites. Roads are narrow and winding with left-side driving. Taxis are available but expensive for multiple trips. Some visitors use safari buses (shared open-air taxis) for budget transportation between major points. Parking at popular beaches fills quickly, so arrive early or consider off-peak visits.
Book Ahead
Book ferry tickets and rental vehicles in advance during peak season (December-April). Reserve guided tours for Reef Bay Trail if desired. Accommodations should be booked weeks or months ahead for winter visits.
Packing Essentials
Reef-safe sunscreen, snorkel gear (or budget for rentals), hiking shoes, swimwear, light breathable clothing, rain jacket, insect repellent, waterproof phone case, refillable water bottle, cash for vendors and small purchases
Total Budget
$420-540 for 2 days (excluding accommodation and flights)
Customize Your Trip
Budget Version
Camp at Cinnamon Bay Campground to save on accommodation costs. Pack picnic lunches from grocery stores in Cruz Bay instead of dining out. Rent snorkel equipment for the full weekend rather than paying hourly rates. Use safari buses instead of rental cars. Focus on free National Park sites and self-guided trails. Bring your own reusable water bottles and snacks to minimize purchases.
Luxury Upgrade
Stay at an exclusive villa with private pool and chef service. Book private boat charters to reach secluded beaches and snorkeling spots. Arrange private guided tours with expert naturalists and historians. Enjoy spa treatments at your resort. Dine at upscale waterfront restaurants with wine pairings. Add a sunset sailing excursion with premium open bar. Include a private photography session at the plantation ruins.
Family-Friendly
Focus on easier beach access points like Cinnamon Bay with calm waters and facilities. Skip the strenuous Reef Bay hike in favor of shorter walks at Annaberg. Bring sand toys and snorkel equipment sized for children. Choose accommodations with kitchen facilities for flexible meal times. Visit St. John's Park for playground time. Allow extra time for swimming and building sandcastles. Pack plenty of snacks and consider earlier dinner times at family-friendly casual restaurants.
Book Activities for Your Trip
Tours, tickets, and experiences in St. John's