843-272-1901 info@wingding.tv
  • Facebook
  • X
  • Instagram
  • Facebook
  • X
  • Instagram
WingDing MEDIA™
  • Home
    • About
  • Creators
    • Indie Filmmakers
    • Streaming Request
    • FAST Channels
    • Branded Channels
    • DMCA Takedown Policy & Copyright Infringement Notification
  • Advertisers
  • Now Playing
  • Services
  • Originals
    • AGAT Events
    • Believe Safari
    • Carolina Buzz
    • Daly Fish
    • Drag List LIVE
    • Golf Latitudes
    • Frantic Ford Funny Car
    • Get Out N Drive Podcast
    • Hit With Far
    • In The Pits Racing Radio
    • Myrtle Beach Golf Trail
    • Jack Arute’s Wind Tunnel
    • Jim Kellys 19th Hole Audio Podcasts
    • Links To Leadership
    • Long Drive TV
    • Myrtle Beach Golf Channel
    • Performance Motorsports Network
    • Reel Comedy
    • Smash Factor
    • South For Your Mouth
    • Saltwater Action™
    • SimCenter
    • Southern Snackers
    • Speedway Report
    • Streeside Classics
    • The Grind
    • Thee Goat Rodeo
    • The Wildcard
    • Traveling Golfer
    • Undercover Jetsetter
    • Wedding Channel
    • Who Are You And What do You Do?
  • Articles
    • Streaming Industry News and Information
  • FAQs
    • Terms & Conditions
      • Copyright, Music, Images, and Video: What Creators Need to Know Before Uploading to WingDing MEDIA™
  • Contact Us
  • Get The App
  • Myrtle Beach Golf Channel
Select Page

Winter Escape: Vieques

by John Daly | Oct 3, 2025 | Undercover Jetsetter, blog

Vieques is pronounced Vee-AY-kezz.

Many Americans still confuse Vieques with Vegas.

But this island is far from neon lights and slot machines.

When you’re looking for a winter getaway that’s total relaxation without leaving the US?

Say hello to Vieques – secluded island off Puerto Rico.

It’s perfect for a post-holiday decompressing.

Here’s a segment we did during a New Year’s get-away.

It’s a tranquil paradise with wild horses, bioluminescent bays, and beaches that rival any in the Caribbean.

Get travel deals to Vieques on Expedia.

Reasons to Choose Vieques This Winter

Unspoiled Beaches: From the turquoise waters of Playa Caracas to the soft sands of Sun Bay and the secluded Red Beach, Vieques offers some of the most pristine beaches in the Caribbean. Pack reef-safe sunscreen and a picnic—many beaches are blissfully undeveloped.

Mosquito Bay: The Brightest Bioluminescent Bay in the World

Winter’s cooler nights make the glow even more vivid.

Book a night kayak tour with Black Beard Sports or Aqua Sunset Tours for a surreal experience.

Jetsetter Tip: visiting during or near a full moon can dull the experience significantly. If that’s your main draw, check moon phases before booking.

Wild Horses and Natural Beauty

Vieques is rustic and undeveloped in many areas. Horses roam freely across the island, adding to its rustic charm. We actually captured some horses ‘horsing around.’

Now for some, roaming wild horses might be annoying since infrastructure is limited. That charm might feel inconvenient to some — especially if you’re expecting resort-style amenities.

Our suggestion: Explore lush trails by foot, bike, or horseback. For guided eco-tours, check out Vieques Outdoor Adventures.

Cultural Depth and History

Vieques blends Spanish and African influences in its cuisine, architecture, and music.

Visit the Vieques Historical Archives & Museum or dine at El Quenepo for a taste of local flavor.

Relaxation and Seclusion

With limited development and no big resorts, Vieques is ideal for unplugging. Your U.S. cell phone works here, and no passport is needed. It’s the Caribbean without the hassle.

Legacy of U.S. Military History

Vieques played a key role in Cold War defense. While parts of the island remain off-limits due to unexploded ordnance, the U.S. Fish and Wildlife Service ensures safety. Avoid restricted areas and enjoy the preserved nature reserves.

Where to Stay

For winter travel, consider booking a villa or boutique hotel on Expedia to get deals at:

Hacienda Tamarindo

Finca Victoria

Vieques Guesthouse

Group travel? Rent a house with a private chef for New Year’s Eve. Raleigh Rick Meadows-style planning makes it unforgettable.

Here’s our video of Vieques House Paraiso

Dining Highlights

Don’t miss:
Southpaw Vieques: Craft cocktails and elevated island fare. Instagram: @southpawvieques
Bili Restaurant: Caribbean fusion with local ingredients.

Getting There: Ferry or Charter Flight from San Juan.

To reach Vieques, fly into San Juan, Puerto Rico (SJU). From there, you have two options:

Ferry from Ceiba: Budget-friendly but time-consuming. However, the ferry from mainland Puerto Rico to Vieques is notoriously unreliable. Travelers have reported frequent delays, overbookings, and chaotic boarding procedures.

If you’re planning a winter trip, especially during peak season (December–April), it’s wise to book flights instead of relying on the ferry, even though they’re pricier.

Instead, Charter flight: Fast and scenic. Charter flights offer stunning aerial views and save hours compared to the ferry. There are lots of options when you book on Expedia. We recommend Vieques Air Link or Cape Air.

For winter travel, book early—especially around New Year’s.

This destination is perfect for Undercover Jetsetter’s travel, food, wine, and mixology segments. All content can be shot and edited on your iPhone—just like we teach in our book The TV Studio In Your Hand.

Enjoy.  Let us know how it was.

This post contains affiliate links, which means we may earn a small commission if you purchase through them — at no extra cost to you. It helps us keep bringing you Jetsetter-approved tips, recipes, and sips. Thank you!

John Daly and Susan Anzalone are the Co-Creators and Co-Hosts of Undercover Jetsetter, a show on travel, food, and booze. They show you how to jet set the world and at home. They also co-authored the book, The TV Studio In Your Hand: How to Shoot, Edit & Deliver the Easy Way on Your iPhone. Join them for tips and hacks on the road, at home, or in the kitchen, and all over the world.  And yes, as you will see, all on the iPhone. Susan is an expert in food and wine since her childhood days in Australia and then the United States, being the daughter of two lifelong employees of Pan Am Airlines.  John is also a world traveler starting when he studied in Italy through his alma mater Providence College.  John is also a Nevada Hall of Fame Broadcaster during his years as a Las Vegas news anchor at KTNV.  He gained international fame as the host of the first all-video news magazine show, Real TV while also securing his bartending and mixology credentials from the Harvard Bartending School. You can follow them here on the free Wingding app on the Food and Travel Channels, on YouTube, Facebook, X, and Instagram.

  • If Viral Is Your Strategy… You Don’t Really Have a Strategy.
    by Jeff Gilder
    November 11, 2025
  • Sports Tourism Is Surging: What the Latest American Express Travel Report Means for Destinations and Brands
    by Jeff Gilder
    November 4, 2025
  • Survival or Dominance: What’s in Store for the Broadcast Streaming Industry as Warner Bros. Rejects Three Paramount Bids
    by Jeff Gilder
    October 23, 2025
  • The Journey of Entrepreneurship: Lessons From the Grind
    by Jeff Gilder
    October 20, 2025
  • Born Digital: How Two Decades of Vision Built the WingDing MEDIA™ Ecosystem
    by Jeff Gilder
    October 9, 2025
  • Five Jetsetter Thanksgiving Tips You’ll Thank Us For
    by John Daly
    October 8, 2025
  • Hold the Remote: Las Vegas Sphere is the Future of Movie Going
    by John Daly
    October 8, 2025
  • “We’ll always have Paris…”  And Why Not Casablanca Too!
    by John Daly
    October 5, 2025
  • A Celebrity Golf Weekend with Purpose
    by John Daly
    October 5, 2025
  • Maneuvering Paris Surviving the Arc de Triomphe
    by John Daly
    October 3, 2025
  • Winter Escape: Vieques
    by John Daly
    October 3, 2025
  • Grandma Sarah’s Secret? A Muffin that Tastes like Fall just Hugged You.
    by John Daly
    October 3, 2025
  • Luxurious Baltimore Getaway That’s Bold Boozy and Brilliant
    by John Daly
    September 23, 2025
  • Coming Soon to WingDing.TV: VibbixTV™ – A New Era of Home Shopping
    by Jeff Gilder
    September 5, 2025
  • Billions for Breadcrumbs: When Will TV Giants Wake Up to Streaming’s Reality?
    by Jeff Gilder
    September 2, 2025
  • Real-TV: Success Led To Downfall; Why Its Foundation Needed Today
    by John Daly
    September 2, 2025
  • Real TV: The Camcorder-Powered Revolution That Predicted Today’s High-Tech Video World and Why It Needs To Come Back PART 1
    by John Daly
    August 30, 2025
  • Yes, You Can Have Adventure with Luxury Travel!
    by John Daly
    August 22, 2025
  • Why Choose Group Travel for Luxury Experiences?
    by John Daly
    August 20, 2025
  • Be The Coolest Bartender – at Home and Traveling. Get These 5 Essentials
    by John Daly
    August 14, 2025
  • TheGolfDirector
  • Zeus Digital
  • Traveling Golfer
  • BrunscoGolf
  • ULD
  • Privacy Policy
  • Terms & Conditions
  • Contact Us
  • Facebook
  • X
  • Instagram
Powered by Zeus!