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Sanibel Vacation Packages

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Sanibel Flight + Hotel Packages

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

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,181, price is now $829 per person
$829
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Wonderful view of the ocean

Reviewed on Sep 15, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,695, price is now $1,035 per person
$1,035
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,337, price is now $852 per person
$852
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Great place to relax and enjoy some R&R

Reviewed on Sep 15, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,282, price is now $837 per person
$837
per person
Nov 18 - Nov 24
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) 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

Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,953, price is now $1,295 per person
$1,295
per person
Dec 7 - Dec 14
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $1,953, price is now $1,348 per person
$1,348
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
This well-equipped apartment overlooks the grounds and swimming pool with views of the beach just yards away. Fully restored after the devastation from hurricane Ian 4 years ago it’s in great shape and we had a wonderful stay. The staff work tirelessly to keep the place as it should be and nothing was too much trouble. I can’t recommend it highly enough.

Reviewed on Sep 6, 2026

Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
Price was $1,261, price is now $884 per person
$884
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice condo, clean pool, very nice location

Reviewed on Aug 25, 2026

THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $1,456, price is now $1,023 per person
$1,023
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

Sanibel Vacation Packages 3-4 Night Stays

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

Inn at the Beach

3 out of 5
Venice Island
Save 100% on your flight
Price was $549, price is now $391 per person
$391
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,091, price is now $750 per person
$750
per person
Nov 1 - Nov 5
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $899, price is now $638 per person
$638
per person
Nov 25 - Nov 28
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $937, price is now $672 per person
$672
per person
Nov 17 - Nov 21
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Sanibel Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,375, price is now $729 per person
$729
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,695, price is now $1,035 per person
$1,035
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,337, price is now $852 per person
$852
per person
Nov 20 - Nov 25
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,282, price is now $837 per person
$837
per person
Nov 18 - Nov 24
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Fri, Sep 25 - Fri, Oct 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$126 Roundtrip, found 2 days ago
$126
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 25 from Hopkins Intl. to Southwest Florida Intl., returning Fri, Oct 9, priced at $126 found 2 days ago
Frontier Airlines
Sun, Dec 13 - Mon, Dec 14
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$134 Roundtrip, found 11 hours ago
$134
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sun, Dec 13 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Mon, Dec 14, priced at $134 found 11 hours ago
Breeze Airways
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 11 hours ago
$152
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Feb 6, priced at $152 found 11 hours ago
Frontier Airlines
Sun, Dec 6 - Fri, Dec 11
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$171 Roundtrip, found 9 hours ago
$171
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Dec 6 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Dec 11, priced at $171 found 9 hours ago