Plan a trip to see Dismal Key

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

Chadwick Cove Resort & Marina

Save 100% on your flight

$417

per person

Aug 13 - Aug 16

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (19 reviews)

Jim was great, condo was clean and well equipt. We stayed 2 weeks and would return. We found over 1000 sharks teeth at the local beaches! There are 2 clubs across the cove that play live music until 10 p.m.

Reviewed on Jan 31, 2026

The Perry Hotel Naples

Save 100% on your flight

$653

per person

Aug 15 - Aug 22

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (812 reviews)

The location on the water along with the pool area was the best part of the stay. A great place to stay.

Reviewed on May 23, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$870

per person

Jul 1 - Jul 5

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

It was so nice and peaceful

Reviewed on May 21, 2026

Browse tours and tickets to explore Dismal Key

Tours & day trips

See all 31 activities

Marco Island: 10,000 Islands Shelling Boat Tour

Free cancellation available

Private & custom tours

See all 6 activities

Island Paradise: Dolphin, Shelling, Birding Eco Boat Tour

Free cancellation available

History & culture

See all 3 activities

Best of Marco Island Tour

Free cancellation available

Holiday & seasonal tours

See all 3 activities

Marco Island: Sunset Boat Tour

Free cancellation available

Popular places to visit

Sunrise over the boats in Esplanade Harbor Marina in Marco Island

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Pink and gold sunset sky over South Marco Island Beach

South Marco Beach

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Rookery Bay Reserve Lands

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Marsh Trail Trailhead

You can take time to visit Marsh Trail Trailhead during your travels to Naples. Stroll along the area's beautiful beaches or experience its entertainment choices.