
Travel
Flying Private to the Caribbean & Florida Keys: Tips for a Seamless Winter Escape
Published: February 28, 2025
Planning a winter escape to an exclusive island destination? Our seasoned aviation experts share essential tips to ensure your journey is as seamless as your stay. From navigating island transfers to managing luggage restrictions and weather considerations, here’s what you need to know before taking flight:
Coordinate with Your Aviation Advisor for Smooth Transfers
“Not every Caribbean island is accessible by private jet. Your Private Aviation Specialist can advise whether direct access is possible or if additional transfers, like ferries or small commuter planes, are required. These extra steps can add significant travel time and have limited availability during high-demand months like February, so it’s important to plan accordingly.”
— Damian Klinger, Co-Founder at Jets.com
Be Prepared for Potential Luggage Limitations
“When transferring between islands via small commuter planes, be mindful of luggage restrictions. These planes often have limited storage space, so plan accordingly and pack light to avoid any issues at the airport.”
— Manni Scarso, Co-Founder at Jets.com
Flying to Ocean Reef Club in the Florida Keys? Plan for Weather and Direct Access
“We frequently fly Ocean Reef members and guests directly to the island, weather permitting. While most flights land at Marathon or Tamiami, we prioritize direct access when conditions allow. Be sure to check with your aviation advisor for the best route and possible weather delays.”
— Edgar Alacan, Co-Founder at Jets.com
Ready to fly? Book a private flight with Jets.com today.
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In the Know: Winter Travel Tips
Whether you’re heading to snowy mountain destinations or planning a warm weather trip to South Florida, Jets.com’s private aviation experts are here to help you navigate winter travel. Traveling in the winter can present its own set of challenges, but with a little insider knowledge, you can navigate the season seamlessly. Here are our top tips to make your winter journeys stress-free and efficient:

Expert Tips for Smooth Holiday Travel
“Avoiding high-traffic commercial airports and flying from general aviation facilities can save you time and stress during the holiday rush. Travel on lower-demand days, like avoiding the Sunday after Thanksgiving, to reduce the likelihood of delays and enjoy a smoother journey.”