Windermere Island Vacations from $746

Book a Hotel + Flight or Car together to unlock savings

The Latest Windermere Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Daddy Joes

$746

per person

Dec 7 - Dec 12

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

9.6/10 Exceptional! (151 reviews)

Most relaxing trip yet…..

Reviewed on Aug 17, 2026

Pink Sands Resort

Save 100% on your flight

$2,654

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

8.6/10 Excellent! (125 reviews)

Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

Runaway Hill Inn

$2,143

per person

Dec 7 - Dec 12

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

10/10 Exceptional! (1 review)

I love Runaway Hill - everyone is extremely accommodating & nice! My room was super comfortable and quiet, spotless. I had to leave a day early, unfortunately, but I can’t wait to return. Yummy Thai food in their restaurant!

Reviewed on Jun 24, 2026

Cape Eleuthera Resort & Marina

$1,943

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

8.8/10 Excellent! (23 reviews)

Romora Bay Resort & Marina

$1,668

per person

Nov 25 - Nov 29

found 7 hours ago

Roundtrip flight included

Miami (MIA) to North Eleuthera (ELH)

8.6/10 Excellent! (44 reviews)

The marina is very good the food at the restaurant was expensive but taste great We also have a sour experience at the from desk we asked for a water taxi to eluthera airport and they call fo a private taxi without tell us that was private when we got to the island they ask us to pay $70 for the ride that was 10 minutes and for the same ride before they charge us $10 each other than that the experience was nice the beach was very clean and beautiful 😍

Reviewed on Jul 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windermere Island

View all trips

Stay near popular Windermere Island attractions

Windermere Island Beach

Why not spend a lazy afternoon at Windermere Island Beach during your trip to Savannah Sound?

See properties

What to do in Windermere Island

Private Pink Sand Beach Tour: Swim With Pigs, Turtles & Stingrays

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

$8,500

per traveler

See all activities in Windermere Island

Windermere Island Hotel Deals

Stunning, Private, Pink Sand, Beachfront Estate with 70ft dock on Bonefish Flats

Windermere Island Eleuthera

10/10 Exceptional! (1 review)

Paradise Found

"Gorgeous home in a spectacular location. Truly far from the ordinary world. Miranda was exceptionally helpful. We will be back."

Reviewed on Jan 2, 2022

Get rates

La Bougainvillea Hotel and Villas

Banks Road, Governor's Harbour North Palmetto Point Central Eleuthera

$296 nightly

$328 total

Oct 19 - Oct 20

Total with taxes and fees

Pineapple Fields Boutique Condo Hotel

Banks Road Governor's Harbour Eleuthera

$279 nightly

$308 total

Sep 24 - Sep 25

Total with taxes and fees

9.8/10 Exceptional! (15 reviews)

"A great location across the street from a gorgeous pink sand beach and Tippy’s. Rooms are clean and comfortable with a rustic chic feel to them and a well manicured set of grounds. A great place for a low-key getaway."

Reviewed on Jul 5, 2026

See all 585 properties in Windermere Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.