Cheap Vacations in Captiva Island

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3-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Price was $448, price is now $348 per person
$348
per person
Apr 13 - Apr 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 $1,314, price is now $974 per person
$974
per person
Apr 9 - Apr 12
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
Price was $803, price is now $613 per person
$613
per person
Apr 30 - May 3
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,060, price is now $809 per person
$809
per person
Apr 30 - May 3
found 19 hours ago
Roundtrip flight included
Hartford (BDL) 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 $724, price is now $559 per person
$559
per person
Apr 30 - May 3
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $725, price is now $564 per person
$564
per person
Apr 30 - May 3
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Price was $1,283, price is now $1,024 per person
$1,024
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was $1,474, price is now $1,191 per person
$1,191
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tropical-waterfront - Heated Pool-spa-dock-kayaks-bikes

Tropical-waterfront - Heated Pool-spa-dock-kayaks-bikes

2 out of 5
Save 100% on your flight
Price was $1,808, price is now $1,470 per person
$1,470
per person
Apr 23 - Apr 26
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
V Hibiscus Free Heated Pool Dock Bikes Kayaks Fishing Gear-walk to Fishermen s Village

V Hibiscus Free Heated Pool Dock Bikes Kayaks Fishing Gear-walk to Fishermen s Village

3 out of 5
Save 100% on your flight
Price was $1,437, price is now $1,188 per person
$1,188
per person
Apr 23 - Apr 26
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
Price was $1,076, price is now $893 per person
$893
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $1,359, price is now $1,129 per person
$1,129
per person
Apr 23 - Apr 26
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)

4-night 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 $616, price is now $443 per person
$443
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,699, price is now $1,234 per person
$1,234
per person
Apr 18 - Apr 22
found 11 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,739, price is now $1,275 per person
$1,275
per person
Apr 21 - Apr 25
found 17 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,046, price is now $770 per person
$770
per person
Apr 7 - Apr 11
found 21 hours 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
Price was $797, price is now $597 per person
$597
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,549, price is now $1,164 per person
$1,164
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $693, price is now $524 per person
$524
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,322, price is now $1,016 per person
$1,016
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $895, price is now $693 per person
$693
per person
Apr 30 - May 4
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 $1,203, price is now $934 per person
$934
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $6,928, price is now $5,445 per person
$5,445
per person
Apr 15 - Apr 19
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
Price was $1,184, price is now $933 per person
$933
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

5-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Price was $735, price is now $547 per person
$547
per person
Apr 13 - Apr 18
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 $2,180, price is now $1,598 per person
$1,598
per person
Apr 18 - Apr 23
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
Price was $776, price is now $573 per person
$573
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,467, price is now $1,091 per person
$1,091
per person
Apr 17 - Apr 22
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 $1,761, price is now $1,313 per person
$1,313
per person
Apr 18 - Apr 23
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 $1,079, price is now $806 per person
$806
per person
Apr 26 - May 1
found 18 hours ago
Roundtrip flight included
Hartford (BDL) 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 $2,283, price is now $1,714 per person
$1,714
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,159, price is now $875 per person
$875
per person
Apr 26 - May 1
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
Price was $1,008, price is now $764 per person
$764
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
Save 100% on your flight
Price was $4,143, price is now $3,141 per person
$3,141
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

4 out of 5
Save 100% on your flight
Price was $757, price is now $576 per person
$576
per person
Apr 6 - Apr 11
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
Price was $1,493, price is now $1,140 per person
$1,140
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

6-7 night 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 $598, price is now $356 per person
$356
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,329, price is now $738 per person
$738
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) 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 $1,348, price is now $854 per person
$854
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

3 out of 5
Save 100% on your flight
Price was $1,554, price is now $1,002 per person
$1,002
per person
Apr 8 - Apr 15
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 $864, price is now $570 per person
$570
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $725, price is now $480 per person
$480
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,136, price is now $1,444 per person
$1,444
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Save 100% on your flight
Price was $1,384, price is now $943 per person
$943
per person
Apr 14 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $2,139, price is now $1,480 per person
$1,480
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Save 100% on your flight
Price was $708, price is now $496 per person
$496
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $883 per person
$883
per person
Apr 26 - May 2
found 19 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,941, price is now $1,413 per person
$1,413
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Flight deals to Captiva Island

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

Sun, Mar 22 - Wed, Mar 25
PHL
Philadelphia
RSW
Fort Myers
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Mar 22 from Philadelphia to Fort Myers, returning Wed, Mar 25, priced at $80 just found
Thu, Apr 23 - Mon, Apr 27
ORD
Chicago
RSW
Fort Myers
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 23 from Chicago to Fort Myers, returning Mon, Apr 27, priced at $90 found 3 days ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
RSW
Fort Myers
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 15 hours ago

Top rated hotels for your Captiva Island vacation

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
1.33 mi from city center
$486 nightly
The price is $542 total per night
$542 total
Apr 5 - Apr 6
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
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
0.19 mi from city center
$780 nightly
The price is $870 total per night
$870 total
Mar 25 - Mar 26
Total with taxes and fees
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
Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Captiva FL
0.11 mi from city center
Get rates
Located in Captiva, this vacation home is by the ocean, within a 15-minute walk of Alison Hagerup Beach Park and Jungle Drums.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Captiva Island
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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.