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.
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)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $919, price is now $683 per person
$683
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip 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)
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)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

3 out of 5
Price was $746, price is now $584 per person
$584
per person
Apr 24 - Apr 27
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 $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)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,066, price is now $843 per person
$843
per person
Apr 24 - 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 $1,196, price is now $950 per person
$950
per person
Apr 24 - Apr 27
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 $579, price is now $463 per person
$463
per person
Apr 24 - 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 $924, price is now $741 per person
$741
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop 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
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)
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)
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)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,619, price is now $1,964 per person
$1,964
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop 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)
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)
Holiday Inn Express Hotel Naples Downtown - 5th Avenue

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

2.5 out of 5
Price was $568, price is now $442 per person
$442
per person
Apr 30 - May 4
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 $1,746, price is now $1,364 per person
$1,364
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
Price was $921, price is now $724 per person
$724
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Luxurious Naples 4BR w Pool by Vanderbilt Beach

Luxurious Naples 4BR w Pool by Vanderbilt Beach

3 out of 5
Save 100% on your flight
Price was $2,719, price is now $2,139 per person
$2,139
per person
May 6 - May 10
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)

5-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 $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 14 hours 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.
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 9 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 6 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 7 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 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 Captiva Island vacation

South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
0.19 mi from city center
$690 nightly
The price is $770 total per night
$770 total
Apr 12 - Apr 13
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
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 12 - Apr 13
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
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.

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.