Cheap Vacations in Captiva Island

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Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,086, price is now $3,805 per person
$3,805
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

3-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Price was $267, price is now $208 per person
$208
per person
Apr 14 - Apr 17
found 1 day ago
Roundtrip 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 $1,137, price is now $782 per person
$782
per person
Apr 30 - May 3
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 $923, price is now $661 per person
$661
per person
Apr 30 - May 3
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 $315, price is now $236 per person
$236
per person
Apr 14 - Apr 17
found 1 day ago
Roundtrip 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 $624, price is now $468 per person
$468
per person
Apr 3 - Apr 6
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 $431, price is now $324 per person
$324
per person
Apr 10 - Apr 13
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 $883, price is now $666 per person
$666
per person
Apr 12 - Apr 15
found 3 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $675, price is now $514 per person
$514
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was $1,674, price is now $1,278 per person
$1,278
per person
Apr 3 - Apr 6
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 $1,007, price is now $774 per person
$774
per person
Apr 3 - Apr 6
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
Save 100% on your flight
Price was $1,005, price is now $775 per person
$775
per person
Apr 30 - May 3
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 $870, price is now $671 per person
$671
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $403, price is now $254 per person
$254
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip 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 $1,175, price is now $792 per person
$792
per person
Apr 26 - Apr 30
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 $1,467, price is now $1,002 per person
$1,002
per person
Apr 23 - Apr 27
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 $468, price is now $325 per person
$325
per person
Apr 23 - Apr 27
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 $1,102, price is now $766 per person
$766
per person
Apr 26 - Apr 30
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 $470, price is now $335 per person
$335
per person
Apr 23 - Apr 27
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 $943, price is now $684 per person
$684
per person
Apr 23 - Apr 27
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
Save 100% on your flight
Price was $896, price is now $652 per person
$652
per person
Apr 23 - Apr 27
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 $1,021, price is now $749 per person
$749
per person
Apr 3 - Apr 7
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
Save 100% on your flight
Price was $669, price is now $492 per person
$492
per person
Apr 23 - Apr 27
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 $1,246, price is now $918 per person
$918
per person
Apr 23 - Apr 27
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
Save 100% on your flight
Price was $1,382, price is now $1,028 per person
$1,028
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

5-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

3 out of 5
Save 100% on your flight
Price was $487, price is now $377 per person
$377
per person
Apr 12 - Apr 17
found 20 hours 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 $1,364, price is now $779 per person
$779
per person
Apr 10 - Apr 15
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 $1,609, price is now $1,096 per person
$1,096
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,056, price is now $1,472 per person
$1,472
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,421, price is now $1,043 per person
$1,043
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
Save 100% on your flight
Price was $1,575, price is now $1,161 per person
$1,161
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip 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 $2,253, price is now $1,666 per person
$1,666
per person
Apr 17 - Apr 22
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 $1,286, price is now $957 per person
$957
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,086, price is now $3,805 per person
$3,805
per person
Apr 11 - Apr 16
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
Save 100% on your flight
Price was $1,309, price is now $979 per person
$979
per person
Apr 16 - Apr 21
found 18 hours 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 $1,167, price is now $883 per person
$883
per person
Apr 3 - Apr 8
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Save 100% on your flight
Price was $2,063, price is now $1,581 per person
$1,581
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

6-7 night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Best Western Naples Inn & Suites

Best Western Naples Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $865, price is now $629 per person
$629
per person
Apr 22 - Apr 29
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 $1,891, price is now $1,279 per person
$1,279
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was $2,752, price is now $1,883 per person
$1,883
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip 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 $2,780, price is now $1,960 per person
$1,960
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Landing Furnished Apartments - Fort Myers - Heritage Palms

Landing Furnished Apartments - Fort Myers - Heritage Palms

3 out of 5
Price was $953, price is now $679 per person
$679
per person
Apr 14 - Apr 21
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 $940, price is now $675 per person
$675
per person
Apr 3 - Apr 9
found 21 hours ago
Roundtrip 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
Save 100% on your flight
Price was $980, price is now $705 per person
$705
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $1,027, price is now $742 per person
$742
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hampton Inn Naples Central

Hampton Inn Naples Central

2.5 out of 5
Save 100% on your flight
Price was $970, price is now $711 per person
$711
per person
Apr 22 - Apr 29
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
Save 100% on your flight
Price was $1,390, price is now $1,020 per person
$1,020
per person
Apr 22 - Apr 29
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 $1,763, price is now $1,298 per person
$1,298
per person
Apr 6 - Apr 12
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
Save 100% on your flight
Price was $2,421, price is now $1,783 per person
$1,783
per person
Apr 22 - Apr 29
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.

Sat, May 9 - Thu, May 14
ORD
Chicago
RSW
Fort Myers
$66 Roundtrip, found 5 days ago
$66
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, May 9 from Chicago to Fort Myers, returning Thu, May 14, priced at $66 found 5 days ago
Mon, Mar 23 - Fri, Mar 27
PHL
Philadelphia
RSW
Fort Myers
$94 Roundtrip, found 18 hours ago
$94
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Philadelphia to Fort Myers, returning Fri, Mar 27, priced at $94 found 18 hours ago
Mon, Apr 6 - Thu, Apr 9
BOS
Boston
RSW
Fort Myers
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Apr 6 from Boston to Fort Myers, returning Thu, Apr 9, priced at $102 found 1 day 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 3 - Apr 4
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.