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A wooden sign that reads "FISHERMANS ALLEY ONE WAY" with palm trees and a red building in the background.

Historic District Vacations from $782

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The Latest Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • On the beach, white sand
    Oct 8 - Oct 13

    GullWing Beach Resort + Flight

    South Island
    5 nights
    3.5 star property
    9.6/10 - Exceptional (961 reviews)
    "Excelente servicio, calidad, comodidad, precio y ubicación"
    Reviewed July 26, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,200
    $782
    per traveler
    found 1 day ago
    GullWing Beach Resort
  • View from room
    Oct 19 - Oct 25

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "We love laplaya and go there 1-2 x a year. Beach is always amazing w great beach and wait staff! Food at bakery is delicious!"
    Reviewed July 29, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $2,366
    $1,351
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Oct 19 - Oct 25

    The Perry Hotel Naples + Flight

    Naples
    6 nights
    4.5 star property
    9.6/10 - Exceptional (980 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,383
    $822
    per traveler
    found 1 day ago
    The Perry Hotel Naples
  • Aerial view
    Oct 8 - Oct 13

    Tween Waters Island Resort & Spa + Flight

    Captiva
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,001 reviews)
    "Very nice place"
    Reviewed July 29, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,295
    $787
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • Luxury House, Pool View | Pool | Outdoor pool
    Sep 7 - Sep 12

    A Wave From it All + Flight

    Siesta Isle
    5 nights
    2.0 star property
    Roundtrip • Minneapolis (MSP) - Fort Myers (RSW)
    MSP - RSW • Nonstop RSW - MSP • 1 stop
    Save 100% on your flight
    $2,249
    $1,447
    per traveler
    found 1 day ago
    A Wave From it All

Discover the most popular places to visit in Historic District

Gilchrist Park

9.0/10 (237 reviews)
Gilchrist Park is just one of the places to see in Punta Gorda, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its lively bars.

What to do near Historic District

Wild dolphins on Charlotte Harbor!

Tropical Tides Scenic Day Cruise - Public

$59
per adult
100% of travelers recommend
Tropical Tides Scenic Day Cruise - Public
See all activities near Historic District
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.