The Oyster Society Flight + Hotel packages

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

The Perry Hotel Naples

$513

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

Shutter never works, rooftop bar staff is horrible

Reviewed on Sep 24, 2026

Casa Ybel Resort

Mid Island

Save 100% on your flight

$751

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Lovely beach view, well equipped for extended stay, great use of space. Will recommend to others looking for short stays.

Reviewed on Sep 23, 2026

Tween Waters Island Resort & Spa

Save 100% on your flight

$794

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Windward Passage Resort

$696

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Wonderful view of the ocean

Reviewed on Sep 15, 2026

Mariners Boathouse by Coolvacay

South Island

$619

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Inn at the Beach

Venice Island

$1,007

per person

Nov 17 - Nov 24

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Our room was beautiful, very clean and the bed was extremely comfortable. The mini-kitchen was perfect. They had beach chairs, umbrellas and towels available for the nearby beach. The beach is directly across the street. The continental breakfast was OK. My banana was rotted in one area under a black stripe on the yellow peel. Most of the bananas had black stripes. I reported (and showed) the issue to the morning desk clerk. I dont know why he did not remove them after being alerted.

Reviewed on Sep 25, 2026

Edison Beach House

$714

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Amazing location , great size room but the room needs to be renovated

Reviewed on Sep 23, 2026

Sundial Beach Resort & Spa

Mid Island

$1,067

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Fort Myers (RSW)

Love the resort and great access to beach

Reviewed on Sep 22, 2026

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Best Lodging Options Near The Oyster Society

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

0.21 km from The Oyster Society

Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...

JW Marriott Marco Island Beach Resort

400 S Collier Blvd Marco Island FL

0.72 km from The Oyster Society

Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...

Marco Beach Ocean Suites

480 S Collier Blvd Marco Island FL

0.4 km from The Oyster Society

Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...

Marriott's Crystal Shores

600 S Collier Blvd Marco Island FL

0.19 km from The Oyster Society

Book a stay at this beach aparthotel in Marco Island. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Marco Beach and Marco Golf and ...

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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.