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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.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $817, price is now $532 per person
$532
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's Beach are located nearby.

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 $959 per person
$959
per person
Dec 11 - Dec 15
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 Vanderbilt Beach and Barefoot Beach are located nearby.

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,310, price is now $808 per person
$808
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Bonita Springs Public Beach are located nearby.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,405, price is now $876 per person
$876
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Save 100% on your flight
Price was $830, price is now $540 per person
$540
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marco Beach and Pelican Pier Marina are located nearby.

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 $1,154, price is now $751 per person
$751
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Best resort/vacation I’ve ever had in Florida. Four pools a lazy river two hot tubs two bars and a restaurant. And the private island! We will definitely be back. The staff was beyond nice and courteous. Do not hesitate to book a stay here.

Reviewed on Sep 28, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Save 100% on your flight
Price was $1,054, price is now $703 per person
$703
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,145, price is now $769 per person
$769
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions McCarthy's Marina and Captiva Chapel By the Sea are located nearby.

Sanibel Vacation Packages 3-4 Night Stays

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

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $817, price is now $532 per person
$532
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $959 per person
$959
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Save 100% on your flight
Price was $891, price is now $569 per person
$569
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $988, price is now $653 per person
$653
per person
Dec 9 - Dec 13
found 1 day 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.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,310, price is now $808 per person
$808
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,100, price is now $1,058 per person
$1,058
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $2,107, price is now $1,123 per person
$1,123
per person
Nov 16 - Nov 23
found 17 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,405, price is now $876 per person
$876
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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
Sat, Jan 23 - Sun, Jan 24
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$134 Roundtrip, found 22 hours ago
$134
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Jan 23 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sun, Jan 24, priced at $134 found 22 hours ago
Frontier Airlines
Sun, Nov 22 - Sun, Dec 6
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Nov 22 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Dec 6, priced at $143 found 1 day ago
Breeze Airways
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 7 hours ago
$173
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Feb 6, priced at $173 found 7 hours ago
Frontier Airlines
Sun, Nov 15 - Sat, Dec 5
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Nov 15 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Dec 5, priced at $183 found 1 day ago