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 $1,053, price is now $579 per person
$579
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,523, price is now $1,053 per person
$1,053
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

3-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 $488, price is now $259 per person
$259
per person
Feb 21 - Feb 24
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
Save 100% on your flight
Price was $542, price is now $267 per person
$267
per person
Feb 21 - Feb 24
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 $704, price is now $356 per person
$356
per person
Feb 21 - Feb 24
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 $1,098, price is now $637 per person
$637
per person
Feb 21 - Feb 24
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 $847, price is now $506 per person
$506
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Save 100% on your flight
Price was $647, price is now $410 per person
$410
per person
Mar 4 - Mar 7
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 $2,302, price is now $1,463 per person
$1,463
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip 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 $603, price is now $384 per person
$384
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
Price was $1,732, price is now $1,142 per person
$1,142
per person
Feb 21 - Feb 24
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
Save 100% on your flight
Price was $705, price is now $480 per person
$480
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $907, price is now $629 per person
$629
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,339, price is now $933 per person
$933
per person
Mar 14 - Mar 17
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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $669, price is now $331 per person
$331
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $674, price is now $346 per person
$346
per person
Mar 6 - 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 $1,053, price is now $579 per person
$579
per person
Mar 6 - Mar 10
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 $1,714, price is now $971 per person
$971
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Save 100% on your flight
Price was $754, price is now $433 per person
$433
per person
Mar 6 - 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
Save 100% on your flight
Price was $1,189, price is now $748 per person
$748
per person
Mar 5 - Mar 9
found 24 hours 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 $824, price is now $523 per person
$523
per person
Mar 6 - Mar 10
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 $2,982, price is now $1,893 per person
$1,893
per person
Mar 6 - Mar 10
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 $720, price is now $471 per person
$471
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
Price was $2,377, price is now $1,629 per person
$1,629
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,222, price is now $842 per person
$842
per person
Mar 6 - Mar 10
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
Save 100% on your flight
Price was $830, price is now $573 per person
$573
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $712, price is now $367 per person
$367
per person
Mar 12 - Mar 17
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 $843, price is now $384 per person
$384
per person
Mar 12 - Mar 17
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 $1,802, price is now $892 per person
$892
per person
Mar 1 - Mar 6
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 $1,281, price is now $699 per person
$699
per person
Mar 6 - Mar 11
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
Save 100% on your flight
Price was $1,003, price is now $560 per person
$560
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 $1,305, price is now $730 per person
$730
per person
Mar 5 - Mar 10
found 9 hours 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 Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,033, price is now $1,242 per person
$1,242
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip 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 $958, price is now $595 per person
$595
per person
Mar 12 - Mar 17
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
Save 100% on your flight
Price was $859, price is now $538 per person
$538
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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
Price was $992, price is now $655 per person
$655
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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)

6-7 night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
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 $1,050, price is now $594 per person
$594
per person
Feb 21 - Feb 28
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
Save 100% on your flight
Price was $1,261, price is now $647 per person
$647
per person
Feb 21 - 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 $1,527, price is now $815 per person
$815
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $1,119, price is now $644 per person
$644
per person
Feb 21 - Feb 28
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 $2,616, price is now $1,515 per person
$1,515
per person
Feb 21 - Feb 28
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
Save 100% on your flight
Price was $1,283, price is now $756 per person
$756
per person
Mar 11 - Mar 17
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 $2,503, price is now $1,557 per person
$1,557
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $4,118, price is now $2,596 per person
$2,596
per person
Feb 21 - Feb 28
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 $5,676, price is now $3,591 per person
$3,591
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip 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 $1,412, price is now $894 per person
$894
per person
Feb 21 - Feb 28
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
Save 100% on your flight
Price was $1,496, price is now $953 per person
$953
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $1,374, price is now $889 per person
$889
per person
Feb 21 - Feb 28
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 7 - Sat, Feb 14
ORD
Chicago
RSW
Fort Myers
$63 Roundtrip, found 5 days ago
$63
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Chicago to Fort Myers, returning Sat, Feb 14, priced at $63 found 5 days ago
Mon, Feb 16 - Thu, Feb 26
PHL
Philadelphia
RSW
Fort Myers
$75 Roundtrip, found 2 days ago
$75
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Feb 16 from Philadelphia to Fort Myers, returning Thu, Feb 26, priced at $75 found 2 days ago
Sat, Feb 21 - Tue, Mar 3
CLE
Cleveland
RSW
Fort Myers
$112 Roundtrip, found 5 days ago
$112
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Cleveland to Fort Myers, returning Tue, Mar 3, priced at $112 found 5 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
$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
$380 nightly
The price is $424 total per night
$424 total
Jan 21 - Jan 22
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
$393 nightly
The price is $438 total per night
$438 total
Jan 21 - Jan 22
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
Don't see what you're looking for?
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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.