Search Deals onChokoloskee Vacation Packages
Chokoloskee Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $270, price is now $177 per person
$177
per person
Oct 28 - Oct 30
just found
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $341, price is now $213 per person
$213
per person
Oct 28 - Oct 30
just found
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $742, price is now $466 per person
$466
per person
Nov 19 - Nov 24
just found
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Excelente
Reviewed on Sep 7, 2026
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $863, price is now $545 per person
$545
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Mariners Boathouse by Coolvacay
Save 100% on your flight
Price was $1,227, price is now $782 per person
$782
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice place, our 2nd time here and we still love it
Reviewed on Sep 7, 2026
The Perry Hotel Naples
Save 100% on your flight
Price was $895, price is now $598 per person
$598
per person
Oct 26 - Oct 30
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Todo excelente buen hotel
Reviewed on Sep 11, 2026
Windward Passage Resort
Save 100% on your flight
Price was $1,246, price is now $837 per person
$837
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
The rooms are very comfortable and clean
Reviewed on Sep 8, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $957, price is now $644 per person
$644
per person
Nov 19 - Nov 24
just found
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.
Great place to stay and chill out for a few days. The lazy river and pools are amazing and the best I’ve experienced at any hotel.
Accommodation is spacious and well maintained.
Staff welcoming and friendly.
100% recommended.
Reviewed on Sep 9, 2026
Chokoloskee Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chokoloskee Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Oct 19 - Wed, Oct 28
DTW
Detroit Metropolitan Wayne County
FLL
Fort Lauderdale - Hollywood Intl.
$44 Roundtrip, found 5 hours ago
$44
Roundtrip
found 5 hours ago
Wed, Oct 28 - Tue, Nov 10
ATL
Hartsfield-Jackson Atlanta Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Tue, Nov 3 - Thu, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Tue, Nov 10 - Tue, Nov 17
PHL
Philadelphia Intl.
MIA
Miami Intl.
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
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