Cheap Vacations in Sanibel Captiva Island

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3-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
Price was $321, price is now $216 per person
$216
per person
Apr 14 - Apr 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 $1,282, price is now $910 per person
$910
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $945, price is now $709 per person
$709
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop 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 $1,622, price is now $1,230 per person
$1,230
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $1,016, price is now $773 per person
$773
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $2,116, price is now $1,625 per person
$1,625
per person
Apr 20 - Apr 23
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
Price was $923, price is now $717 per person
$717
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop 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 $1,389, price is now $1,094 per person
$1,094
per person
May 1 - May 4
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 $789, price is now $623 per person
$623
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
Price was $888, price is now $703 per person
$703
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Price was $1,317, price is now $1,048 per person
$1,048
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Hotel Naples Downtown - 5th Avenue

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

2.5 out of 5
Price was $819, price is now $654 per person
$654
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop 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.
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 $388, price is now $247 per person
$247
per person
Apr 13 - Apr 17
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 $980, price is now $651 per person
$651
per person
Apr 30 - May 4
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 $1,452, price is now $1,034 per person
$1,034
per person
Apr 30 - May 4
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 $1,446, price is now $1,053 per person
$1,053
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
Price was $417, price is now $305 per person
$305
per person
Apr 13 - Apr 17
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 $1,148, price is now $844 per person
$844
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop 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 $558, price is now $411 per person
$411
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $846, price is now $629 per person
$629
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,093, price is now $814 per person
$814
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $963, price is now $725 per person
$725
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,769, price is now $2,115 per person
$2,115
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

3 out of 5
Price was $872, price is now $670 per person
$670
per person
Apr 30 - May 4
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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $504, price is now $333 per person
$333
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $931, price is now $596 per person
$596
per person
May 1 - May 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 $1,238, price is now $806 per person
$806
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
Buffalo (BUF) 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 $1,212, price is now $795 per person
$795
per person
May 1 - May 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 $604, price is now $417 per person
$417
per person
May 1 - May 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 $1,047, price is now $732 per person
$732
per person
May 1 - May 6
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 $1,792, price is now $1,264 per person
$1,264
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,907, price is now $2,086 per person
$2,086
per person
May 1 - May 6
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 $1,689, price is now $1,214 per person
$1,214
per person
May 1 - May 6
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 $1,180, price is now $848 per person
$848
per person
May 1 - May 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 $851, price is now $614 per person
$614
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
Price was $583, price is now $431 per person
$431
per person
Apr 13 - Apr 18
found 18 hours 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.
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
Price was $709, price is now $550 per person
$550
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Price was $892, price is now $635 per person
$635
per person
Apr 18 - Apr 25
found 13 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,527, price is now $1,827 per person
$1,827
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $2,026, price is now $1,486 per person
$1,486
per person
Apr 18 - Apr 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
Price was $1,945, price is now $1,442 per person
$1,442
per person
Apr 17 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $4,517, price is now $3,382 per person
$3,382
per person
Apr 17 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,463, price is now $1,100 per person
$1,100
per person
May 2 - May 9
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
V Tropical-waterfront-free Heated Pool- Beach and Fishing Gear Bikes Kayaks

V Tropical-waterfront-free Heated Pool- Beach and Fishing Gear Bikes Kayaks

2 out of 5
Save 100% on your flight
Price was $3,883, price is now $2,942 per person
$2,942
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
V Tranquility - Waterfront Villa Free Heated Pool Beach Fishing Gear Kayaks Bikes Dock

V Tranquility - Waterfront Villa Free Heated Pool Beach Fishing Gear Kayaks Bikes Dock

3 out of 5
Save 100% on your flight
Price was $2,614, price is now $2,013 per person
$2,013
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $2,009, price is now $1,549 per person
$1,549
per person
Apr 17 - Apr 24
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,541, price is now $1,191 per person
$1,191
per person
Apr 26 - May 3
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
Price was $2,469, price is now $1,920 per person
$1,920
per person
Apr 18 - Apr 24
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.

Tue, Mar 17 - Thu, Mar 19
DTW
Detroit
RSW
Fort Myers
$87 Roundtrip, found 5 days ago
$87
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Mar 17 from Detroit to Fort Myers, returning Thu, Mar 19, priced at $87 found 5 days ago
Thu, May 7 - Sat, May 16
ORD
Chicago
RSW
Fort Myers
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 7 from Chicago to Fort Myers, returning Sat, May 16, priced at $107 found 3 days ago
Mon, Apr 6 - Fri, Apr 10
BOS
Boston
RSW
Fort Myers
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Apr 6 from Boston to Fort Myers, returning Fri, Apr 10, priced at $122 found 4 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
4.03 mi from city center
$394 nightly
The price is $436 total per night
$436 total
Apr 12 - Apr 13
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
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
3.75 mi from city center
$453 nightly
The price is $505 total per night
$505 total
Apr 12 - Apr 13
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
Sanibel Inn

Sanibel Inn

3 out of 5
937 East Gulf Drive Sanibel FL
Free Cancellation
Reserve now, pay when you stay
4.58 mi from city center
$650 nightly
The price is $724 total per night
$724 total
Apr 3 - Apr 4
Total with taxes and fees
With a stay at Sanibel Inn in Sanibel (East End), you'll be within a 10-minute walk of Sanibel Island Southern Beach and Sanibel Moorings Botanical Gardens.
On private beach
Pool
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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.

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.