Suggested Itineraries

PLANNING YOUR VISIT

Make the Most of Your Time in Eleuthera

Whether you’re planning a weekend escape or a full island immersion, Eleuthera offers an unforgettable experience for every traveler.

Overview

Our suggested itineraries help you make the most of your time at Wonderful Winding Bay and beyond. With a blend of relaxation, exploration, and cultural experiences, these curated plans highlight the best that Eleuthera has to offer—from sunrise beach walks to stargazing under the Out Island sky.

3-Day Itinerary: The Perfect Island Getaway

🌅 Day 1: Arrival & Relaxation

  • Arrive at Rock Sound Airport and transfer to Wonderful Winding Bay
  • Settle in, explore the beach, and enjoy a welcome drink
  • Dinner at Frigate’s Bar & Grill or prepared by a private chef

🌊 Day 2: South Eleuthera Discovery

  • Breakfast at the villa
  • Swim at Ocean Hole and visit Tarpum Bay for local art
  • Afternoon kayaking in Winding Bay
  • Sunset beach walk and bonfire dinner

✈️ Day 3: Lighthouse Beach Adventure & Departure

  • Early morning trip to Lighthouse Beach (pack a picnic!)
  • Return, refresh, and transfer back to the airport for departure

7-Day Itinerary: Full Eleuthera Experience

🌴 Day 1: Arrival & Orientation

  • Pick up rental car and arrive at Wonderful Winding Bay
  • Explore the villa, relax, and enjoy your first beach sunset

🌊 Day 2: Ocean Adventures

  • Paddleboarding or snorkeling in Winding Bay
  • Seafood lunch at Sammy’s Place
  • Yoga or stargazing in the evening

🎨 Day 3: Arts & Culture

  • Visit Tarpum Bay and Governor’s Harbour
  • Stop at local galleries and historic landmarks
  • Attend the Friday Fish Fry (if timing allows)

🕳️ Day 4: Natural Wonders

  • Swim in Ocean Hole
  • Visit the Glass Window Bridge and Queen’s Baths
  • Scenic drive through central Eleuthera

🏖️ Day 5: Remote Beaches

  • Lighthouse Beach or Ten Bay Beach picnic day
    Optional private snorkeling charter

🎁 Day 6: Local Shopping & Leisure

  • Souvenir shopping and lunch in Governor’s Harbour
  • Sunset cocktails at a beach bar

✈️ Day 7: Departure

  • Final sunrise swim or walk
  • Pack and return to Rock Sound Airport

Tips for Customizing Your Stay

  • Add a private chef night or beach picnic for a special evening
  • Plan around local events like the Pineapple Festival or Regatta
  • Mix activity days with rest days to fully unwind
  • Ask your host about hidden beaches and pop-up local markets
Wonderful Winding Bay, Bahamas