Captiva Island Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.5-star property
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
9/10 Wonderful! (1,003 reviews)
Jan 17 - Jan 23
6 night stay
Boston (BOS) to Fort Myers (RSW)
United • Non-stop roundtrip • Coach
Price was $5,176, price is now $3,200 per person
$3,200
per person
found 1 day ago
Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best restaurants and shops in Old Town Naples. This was a little far for us, since we didn't have a car and Uber'd whenever we went out. Overall, a very nice experience.
Reviewed on Nov 9, 2026
3.0-star property
The Suites at Fishermen’s Village
Punta Gorda Isles
9.8/10 Exceptional! (1,348 reviews)
Jan 24 - Jan 30
6 night stay
Boston (BOS) to Fort Myers (RSW)
Allegiant Air • Coach
Fort Myers (RSW) to Boston (BOS)
Breeze Airways • Coach
Price was $1,830, price is now $1,166 per person
$1,166
per person
found 1 day ago
Very nice accommodations. When we had a problem with the AC Linda was very willing to help get us into another vacant room. Great view of the bay
Reviewed on Nov 12, 2026
3.5-star property
GullWing Beach Resort
South Island
9.4/10 Exceptional! (982 reviews)
Jan 24 - Jan 30
6 night stay
Boston (BOS) to Fort Myers (RSW)
Allegiant Air • Coach
Fort Myers (RSW) to Boston (BOS)
Breeze Airways • Coach
Price was $1,808, price is now $1,153 per person
$1,153
per person
found 1 day ago
Beautiful property, generous size condos and all the amenities.
Reviewed on Nov 6, 2026
2.5-star property
Manasota Key Resort
9.6/10 Exceptional! (340 reviews)
Jan 26 - Feb 2
7 night stay
Boston (BOS) to Fort Myers (RSW)
Delta • Roundtrip • Coach
Price was $1,739, price is now $1,127 per person
$1,127
per person
found 1 day ago
We loved our stay. Thank you so much for the great hospitality
Reviewed on Oct 22, 2026
Top rated hotels for your Captiva Island vacation package
Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
1.33 mi from city center
$319 nightly
The price is $356 total per night
$356 total
Dec 13 - Dec 14
Total with taxes and fees
Tween Waters Island Resort & Spa features a private beach, a marina, and a full-service spa. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this beach resort include 2 outdoor pools, a children's pool, and a gym.
On private beach
Pool
South Seas
5400 South Seas Plantation Rd Captiva FL
Free Cancellation
Reserve now, pay when you stay
0.19 mi from city center
$310 nightly
The price is $346 total per night
$346 total
Dec 1 - Dec 2
Total with taxes and fees
South Seas features a private beach, a golf course, and a marina. A multilingual staff is on hand to assist with concierge services and luggage storage. Other amenities at this beach resort include 6 outdoor pools, a water park, and a gym.
On private beach
Pool
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.
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