Essential Tools for Caribbean Travel
Our curated collection of vetted travel resources, tools, and services. Everything you need to plan the perfect Caribbean trip, handpicked by experienced travelers.
Travel Insurance
4 resources
SafetyWing
Affordable travel medical insurance designed for nomads and remote workers. Coverage starts at just $45/month with no commitment.
Why we recommend it: Best value travel insurance for long-term travelers and digital nomads. We've used SafetyWing across 15+ Caribbean islands with zero issues filing claims.
SafetyWing
Affordable travel medical insurance designed for digital nomads and long-term travelers. Covers 180+ countries with automatic monthly renewal.
Why we recommend it: Best value for digital nomads with flexible monthly plans starting at $45/month. No need to choose a specific coverage period upfront.
World Nomads
Comprehensive travel insurance with adventure sports coverage. Perfect for active travelers exploring the Caribbean's outdoor activities.
Why we recommend it: Covers adventure activities like scuba diving and hiking that most insurers exclude. Ideal if you're planning to explore the Caribbean's adventure side.
World Nomads
Comprehensive travel insurance covering adventure activities, trip cancellation, and emergency medical evacuation worldwide.
Why we recommend it: Best for adventure travelers with coverage for 200+ activities including diving, sailing, and hiking. Easy online claims process.
Flights & Transport
3 resources
Skyscanner
Compare flights from hundreds of airlines and travel agents to find the cheapest deals to Caribbean destinations.
Why we recommend it: The 'Everywhere' search feature is perfect for finding the cheapest Caribbean island to fly to. We use it for every trip to compare inter-island flight prices.
Skyscanner
Compare flights from hundreds of airlines and travel agents to find the cheapest deals for your Caribbean getaway.
Why we recommend it: Best flight search engine with flexible date options and price alerts. The 'Everywhere' search feature is perfect for finding the cheapest Caribbean destination.
Direct Ferries
Book inter-island ferries across the Caribbean. Compare routes, schedules, and prices for island-hopping adventures.
Why we recommend it: Essential for Caribbean island hopping. Easy booking system with real-time schedules for major ferry routes.
Accommodation
1 resource
Booking.com
Browse thousands of Caribbean accommodations from beachfront villas to boutique hotels, with free cancellation on most properties.
Why we recommend it: Widest selection of Caribbean properties with flexible cancellation policies. Their Genius loyalty program offers 10-20% discounts on many island stays.
Digital Nomad Gear
3 resources
Wise (TransferWise)
Multi-currency account and debit card with the real exchange rate. Save up to 6x on currency conversion fees across the Caribbean.
Why we recommend it: Essential for island-hopping across currencies. Hold and convert USD, BBD, TTD, and more at the real exchange rate with minimal fees.
Airalo eSIM
Stay connected across the Caribbean with affordable eSIM data plans. No need to swap SIM cards or pay roaming charges.
Why we recommend it: Affordable data plans for 190+ countries. Caribbean regional plans offer the best value for island hoppers.
NordVPN
Protect your privacy and access geo-restricted content while traveling. Essential for using public Wi-Fi safely in airports and hotels.
Why we recommend it: Fastest VPN with 5,500+ servers. Great for streaming and securing connections on public Caribbean hotel Wi-Fi.
Safety
1 resource
TravelSafe Caribbean
Real-time safety alerts, local emergency contacts, and neighborhood safety scores for every Caribbean island and major city.
Why we recommend it: Stay informed with real-time safety updates. We cross-reference their data with local sources for the most accurate Caribbean safety information.
Caribbean Packing Checklist
Never forget the essentials again. Our comprehensive packing checklist covers everything from sun protection to snorkeling gear, customized for Caribbean destinations.