Cheap Vacations in Sanibel Captiva Island

Choose two or more items and save on your trip:

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
Price was $939, price is now $616 per person
$616
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was $829, price is now $617 per person
$617
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

4 out of 5
East End
Price was $934, price is now $721 per person
$721
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

3-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $494, price is now $389 per person
$389
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $939, price is now $616 per person
$616
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $649, price is now $464 per person
$464
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $743, price is now $534 per person
$534
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $1,245, price is now $923 per person
$923
per person
Oct 8 - Oct 11
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Price was $829, price is now $617 per person
$617
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $611, price is now $471 per person
$471
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

4 out of 5
Price was $934, price is now $721 per person
$721
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Tiki

Casa Tiki

3 out of 5
Price was $689, price is now $533 per person
$533
per person
Oct 23 - Oct 26
found 23 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Price was $526, price is now $409 per person
$409
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Price was $1,417, price is now $1,123 per person
$1,123
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $494, price is now $392 per person
$392
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

4-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
MainStay Suites Fort Myers East I-75

MainStay Suites Fort Myers East I-75

2.5 out of 5
Price was $536, price is now $442 per person
$442
per person
Oct 18 - Oct 22
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $3,699, price is now $2,682 per person
$2,682
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $939, price is now $705 per person
$705
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $1,131, price is now $875 per person
$875
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Wren

The Wren

3 out of 5
Save 100% on your flight
Price was $1,016, price is now $806 per person
$806
per person
Oct 18 - Oct 22
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

4 out of 5
Price was $1,028, price is now $826 per person
$826
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $752, price is now $604 per person
$604
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $922, price is now $742 per person
$742
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,013, price is now $818 per person
$818
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
Save 100% on your flight
Price was $1,353, price is now $1,104 per person
$1,104
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $835, price is now $686 per person
$686
per person
Oct 7 - Oct 11
found 4 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Price was $1,022, price is now $846 per person
$846
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

5-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $709, price is now $553 per person
$553
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $883, price is now $599 per person
$599
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,267, price is now $870 per person
$870
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) 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 $1,356, price is now $948 per person
$948
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $1,122, price is now $819 per person
$819
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $893, price is now $655 per person
$655
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Save 100% on your flight
Price was $2,079, price is now $1,543 per person
$1,543
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,138, price is now $867 per person
$867
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $943, price is now $731 per person
$731
per person
Oct 13 - Oct 18
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Price was $1,496, price is now $1,160 per person
$1,160
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Price was $741, price is now $576 per person
$576
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Price was $732, price is now $573 per person
$573
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)

6-7 night Sanibel Captiva Island vacations

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

Lehigh Resort Club

3.5 out of 5
Price was $850, price is now $627 per person
$627
per person
Oct 17 - Oct 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
Save 100% on your flight
Price was $1,315, price is now $798 per person
$798
per person
Oct 18 - Oct 25
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,150, price is now $765 per person
$765
per person
Sep 30 - Oct 7
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,820, price is now $1,212 per person
$1,212
per person
Oct 16 - Oct 23
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,695, price is now $1,138 per person
$1,138
per person
Oct 16 - Oct 23
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $1,129, price is now $780 per person
$780
per person
Oct 16 - Oct 23
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Save 100% on your flight
Price was $2,705, price is now $1,972 per person
$1,972
per person
Oct 21 - Oct 28
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $1,321, price is now $969 per person
$969
per person
Oct 16 - Oct 23
found 2 days ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Casa Tiki

Casa Tiki

3 out of 5
Price was $991, price is now $734 per person
$734
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,329, price is now $985 per person
$985
per person
Sep 30 - Oct 7
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Price was $948, price is now $710 per person
$710
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,445, price is now $1,083 per person
$1,083
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Fri, Oct 2 - Fri, Oct 9
CLE
Cleveland
RSW
Fort Myers
$115 Roundtrip, found 5 days ago
$115
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Cleveland to Fort Myers, returning Fri, Oct 9, priced at $115 found 5 days ago
Sat, Jan 23 - Sat, Jan 30
PSM
Portsmouth
RSW
Fort Myers
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth to Fort Myers, returning Sat, Jan 30, priced at $142 found 1 hour ago
Mon, Sep 28 - Mon, Oct 5
PHL
Philadelphia
RSW
Fort Myers
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Philadelphia to Fort Myers, returning Mon, Oct 5, priced at $186 found 2 days 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
$206 nightly
The price is $230 total per night
$230 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Sanibel (Mid Island), Sanibel Island Beach Resort is within a 5-minute walk of Sanibel Island Southern Beach and within 3 minutes by car from J. N. Ding Darling National Wildlife Refuge.
Pool
Pet friendly
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
3.75 mi from city center
$448 nightly
The price is $500 total per night
$500 total
Aug 30 - Aug 31
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
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
Free Cancellation
Reserve now, pay when you stay
6.65 mi from city center
$311 nightly
The price is $346 total per night
$346 total
Aug 30 - Aug 31
Total with taxes and fees
When you stay at Tween Waters Island Resort & Spa in Captiva, you'll be near the bay, within a 15-minute drive of Bowman's Beach and Sanibel Island Southern Beach.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Sanibel Captiva Island
View all properties
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.

Top Picks

^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.