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
Save 100% on your flight
per person
Nov 11 - Nov 13
found 20 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Nov 11 - Nov 13
found 20 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)

3-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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
per person
Nov 8 - Nov 11
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Charter Club Resort of Naples Bay

Charter Club Resort of Naples Bay

3 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)

4-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) 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
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) 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
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) 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
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 13
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)

5-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Fort Myers (RSW)
Charter Club Resort of Naples Bay

Charter Club Resort of Naples Bay

3 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Save 100% on your flight
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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
per person
Oct 28 - Nov 2
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)

6-7 night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
Save 100% on your flight
per person
Nov 9 - Nov 16
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip 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
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.

Wed, Jan 15 - Wed, Jan 22
DTW
Detroit
RSW
Fort Myers
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jan 15 from Detroit to Fort Myers, returning Wed, Jan 22, priced at $78 found 4 days ago
Tue, Nov 12 - Wed, Nov 13
CLE
Cleveland
RSW
Fort Myers
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Nov 12 from Cleveland to Fort Myers, returning Wed, Nov 13, priced at $88 found 2 days ago
Wed, Nov 13 - Wed, Nov 20
BOS
Boston
RSW
Fort Myers
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Nov 13 from Boston to Fort Myers, returning Wed, Nov 20, priced at $88 found 3 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
The price is $303 per night
$303
includes taxes & fees
$274 per night
Oct 10 - Oct 11
When you stay at Sanibel Island Beach Resort in Sanibel, you'll be on the beach, and 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
The price is $261 per night
$261
includes taxes & fees
$234 per night
Oct 2 - Oct 3
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
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
7.64 mi from city center
Get rates
When you stay at South Seas Resort in Captiva, you'll be on the waterfront, within a 10-minute walk of Alison Hagerup Beach Park and Jungle Drums.
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.

^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.