Harris Vacations from $593
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The Latest Harris Vacation Packages
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- Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Sep 11 - Sep 16Sunsuites Villas At Sunseeker Resort, Curio By Hilton + Flight
Charlotte Harbor5 nights4.0 star property9.6/10 - Exceptional (85 reviews)Roundtrip • Boston (BOS) - Fort Myers (RSW)BOS - MIA • 1 stop MIA - BOS • Nonstop - LaPlaya Beach & Golf Resort - A Noble House Resort
Oct 7 - Oct 11LaPlaya Beach & Golf Resort - A Noble House Resort + Flight
Vanderbilt Beach4 nights4.5 star property9.0/10 - Wonderful (1,011 reviews)"Love it and why we keep coming back!"Reviewed August 4, 2026Roundtrip • Boston (BOS) - Fort Myers (RSW)BOS - RSW • 1 stop RSW - BOS • Nonstop - The Perry Hotel Naples
Oct 19 - Oct 25The Perry Hotel Naples + Flight
Naples6 nights4.5 star property9.6/10 - Exceptional (994 reviews)"Rooms were not anything great for the price. Had to ask to get room cleaned. Left some important things in the safe and were told they weren’t there. We told them we would have to call police to open a case and miraculously then they found our important belongings. And then we were told we’d have to mail them a box and label if we wanted our stuff back. Instead we had a friend in the area go get our things and mail them to us. Horrible… would not recommend unless you want your things stolen"Reviewed August 3, 2026Roundtrip • Boston (BOS) - Fort Myers (RSW)BOS - RSW • Nonstop RSW - BOS • 1 stop - Tween Waters Island Resort & Spa
Oct 18 - Oct 24Tween Waters Island Resort & Spa + Flight
Captiva6 nights3.0 star property8.6/10 - Excellent (1,004 reviews)"Housekeeping Cynthia was so kind and super sweet! Poor bar staff was incredible and attentive! Checking in was depressing because the lady clearly didn’t want to be there. We walked in all excited and she was awful and kept making comments to the lady standing next to her at the other computer (wish we would have gone to her instead). Then there was no parking even though we paid for it. We noticed only a few cars had parking passes and the rest didn’t. Then people were hogging 6+ chairs at 7am..."Reviewed August 3, 2026Roundtrip • Boston (BOS) - Fort Myers (RSW)BOS - RSW • Nonstop RSW - BOS • Nonstop - Manasota Key Resort
Sep 26 - Sep 29Manasota Key Resort + Flight
Manasota Key3 nights2.5 star property9.4/10 - Exceptional (307 reviews)"Our stay at Manasota Key Resort was absolutely excellent. We stayed in a one-bedroom Gulf-view unit in the main building, and the views were beautiful. The resort was incredibly quiet, clean, and spacious, with plenty of room to relax. The bed was very comfortable, although the sofa bed was not quite as comfortable. The unit had a huge refrigerator and a fully stocked kitchen with appliances, dishes, and utensils, which made the stay feel even more convenient. The staff was attentive, friendly,..."Reviewed August 3, 2026Roundtrip • Boston (BOS) - Fort Myers (RSW)BOS - RSW • Nonstop RSW - BOS • 1 stop
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.