Search Deals on
Captiva Vacation Packages

Build your package with 2 more options

Captiva Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $659, price is now $473 per person
$473
per person
Jul 4 - Jul 7
found 18 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,014, price is now $586 per person
$586
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
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 $922, price is now $596 per person
$596
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
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 $1,746, price is now $1,203 per person
$1,203
per person
Jul 1 - Jul 6
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions South Marco Beach and Winterberry Beach are located nearby.
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 $6,561, price is now $4,665 per person
$4,665
per person
Jul 6 - Jul 11
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions South Marco Beach and Mackle Park are located nearby.
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $759, price is now $545 per person
$545
per person
May 31 - Jun 4
found 13 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $905, price is now $650 per person
$650
per person
May 31 - Jun 4
found 13 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,096, price is now $802 per person
$802
per person
May 31 - Jun 4
found 13 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Captiva Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $661, price is now $431 per person
$431
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $670, price is now $471 per person
$471
per person
May 31 - Jun 4
found 13 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Mid Island
Save 100% on your flight
Price was $759, price is now $545 per person
$545
per person
May 31 - Jun 4
found 13 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $659, price is now $473 per person
$473
per person
Jul 4 - Jul 7
found 18 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Captiva Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,014, price is now $586 per person
$586
per person
May 28 - Jun 2
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
Vanderbilt Beach
Save 100% on your flight
Price was $2,037, price is now $1,129 per person
$1,129
per person
Jul 12 - Jul 18
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
Punta Gorda Isles
Save 100% on your flight
Price was $922, price is now $596 per person
$596
per person
May 29 - Jun 3
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 $1,540, price is now $995 per person
$995
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

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

Frontier Airlines
Sun, May 17 - Mon, Jun 1
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, May 17 from Hopkins Intl. to Southwest Florida Intl., returning Mon, Jun 1, priced at $98 found 2 days ago
Frontier Airlines
Sun, May 17 - Thu, May 28
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$135 Roundtrip, found 2 hours ago
$135
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, May 17 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, May 28, priced at $135 found 2 hours ago
Frontier Airlines
Sun, May 3 - Sat, May 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, May 3 from O'Hare Intl. to Southwest Florida Intl., returning Sat, May 9, priced at $171 found 2 hours ago
United
Tue, May 12 - Wed, May 20
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$202 Roundtrip, found 2 hours ago
$202
Roundtrip
found 2 hours ago
Select United flight, departing Tue, May 12 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, May 20, priced at $202 found 2 hours ago