Cheap Vacations in Sanibel Captiva Island

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Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,924, price is now $1,219 per person
$1,219
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $2,650, price is now $1,514 per person
$1,514
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $2,628, price is now $1,930 per person
$1,930
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)

3-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Home2 Suites Naples I-75 Pine Ridge Road, FL

Home2 Suites Naples I-75 Pine Ridge Road, FL

3 out of 5
Save 100% on your flight
Price was $560, price is now $372 per person
$372
per person
Mar 7 - Mar 10
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 $808, price is now $452 per person
$452
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $1,174, price is now $819 per person
$819
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
Price was $1,260, price is now $884 per person
$884
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $711, price is now $516 per person
$516
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Best Western Naples Inn & Suites

Best Western Naples Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $578, price is now $426 per person
$426
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Price was $1,378, price is now $1,033 per person
$1,033
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $985, price is now $739 per person
$739
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $826, price is now $621 per person
$621
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $770, price is now $581 per person
$581
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,380, price is now $1,043 per person
$1,043
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Price was $991, price is now $750 per person
$750
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

4-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
Save 100% on your flight
Price was $571, price is now $426 per person
$426
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $933, price is now $696 per person
$696
per person
Mar 1 - Mar 5
found 19 hours 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 $1,066, price is now $593 per person
$593
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Price was $1,030, price is now $635 per person
$635
per person
Mar 16 - Mar 20
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Home2 Suites Naples I-75 Pine Ridge Road, FL

Home2 Suites Naples I-75 Pine Ridge Road, FL

3 out of 5
Save 100% on your flight
Price was $906, price is now $626 per person
$626
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,128, price is now $1,527 per person
$1,527
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $4,082, price is now $2,933 per person
$2,933
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

4 out of 5
Price was $817, price is now $593 per person
$593
per person
Mar 16 - Mar 20
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $947, price is now $694 per person
$694
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,123, price is now $825 per person
$825
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $1,083, price is now $807 per person
$807
per person
Mar 18 - Mar 22
found 13 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)

5-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
Price was $701, price is now $358 per person
$358
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $793, price is now $386 per person
$386
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Price was $1,884, price is now $946 per person
$946
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Save 100% on your flight
Price was $719, price is now $413 per person
$413
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $1,397, price is now $853 per person
$853
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
Save 100% on your flight
Price was $913, price is now $564 per person
$564
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,387, price is now $1,531 per person
$1,531
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $3,964, price is now $2,641 per person
$2,641
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

2.5 out of 5
Save 100% on your flight
Price was $557, price is now $374 per person
$374
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Save 100% on your flight
Price was $812, price is now $550 per person
$550
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Home2 Suites by Hilton Fort Myers Colonial Blvd

Home2 Suites by Hilton Fort Myers Colonial Blvd

3 out of 5
Price was $1,447, price is now $990 per person
$990
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,874, price is now $1,287 per person
$1,287
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

6-7 night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Price was $1,271, price is now $837 per person
$837
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $2,650, price is now $1,514 per person
$1,514
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,067, price is now $1,258 per person
$1,258
per person
Feb 22 - Feb 28
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 $1,924, price is now $1,219 per person
$1,219
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $1,348, price is now $855 per person
$855
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $5,072, price is now $3,328 per person
$3,328
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Home2 Suites by Hilton Fort Myers Colonial Blvd

Home2 Suites by Hilton Fort Myers Colonial Blvd

3 out of 5
Save 100% on your flight
Price was $1,704, price is now $1,130 per person
$1,130
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) 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 $3,785, price is now $2,513 per person
$2,513
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

4 out of 5
Save 100% on your flight
Price was $1,329, price is now $898 per person
$898
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

3 out of 5
Save 100% on your flight
Price was $1,369, price is now $928 per person
$928
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
Save 100% on your flight
Price was $3,658, price is now $2,529 per person
$2,529
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
Price was $2,326, price is now $1,634 per person
$1,634
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Flight deals to Sanibel Captiva Island

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

Sat, Feb 21 - Sat, Feb 28
ORD
Chicago
RSW
Fort Myers
$68 Roundtrip, found 15 hours ago
$68
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Chicago to Fort Myers, returning Sat, Feb 28, priced at $68 found 15 hours ago
Mon, Feb 16 - Thu, Feb 26
PHL
Philadelphia
RSW
Fort Myers
$75 Roundtrip, found 4 days ago
$75
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Feb 16 from Philadelphia to Fort Myers, returning Thu, Feb 26, priced at $75 found 4 days ago
Wed, Feb 25 - Tue, Mar 3
BOS
Boston
RSW
Fort Myers
$109 Roundtrip, found 14 hours ago
$109
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Boston to Fort Myers, returning Tue, Mar 3, priced at $109 found 14 hours ago

Top rated hotels for your Sanibel Captiva Island vacation

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Free Cancellation
Reserve now, pay when you stay
4.03 mi from city center
$304 nightly
The price is $336 total per night
$336 total
Jan 25 - Jan 26
Total with taxes and fees
With a stay at Sanibel Island Beach Resort in Sanibel (Mid Island), you'll be a 5-minute walk from Sanibel Island Southern Beach and 7 minutes by foot from Sanibel Island Golf Club.
Pool
Pet friendly
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
6.65 mi from city center
$400 nightly
The price is $446 total per night
$446 total
Jan 23 - Jan 24
Total with taxes and fees
With a stay at Tween Waters Island Resort & Spa in Captiva, you'll be near the bay, within a 15-minute drive of Sanibel Island Southern Beach and Captiva Beach.
On private beach
Pool
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
3.75 mi from city center
$431 nightly
The price is $480 total per night
$480 total
Jan 24 - Jan 25
Total with taxes and fees
With a stay at Sundial Beach Resort & Spa in Sanibel (Mid Island), you'll be a 4-minute drive from J. N. Ding Darling National Wildlife Refuge and 6 minutes from Dunes Golf and Tennis Club.
Pool
Hot Tub
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.