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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 $573

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The Latest Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Private beach, surfing, kayaking, rowing
    Sep 26 - Sep 29

    Manasota Key Resort + Flight

    Manasota Key
    3 nights
    2.5 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $875
    $573
    per traveler
    found 1 day ago
    Manasota Key Resort
  • View from room
    Sep 6 - Sep 12

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

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,006 reviews)
    "Good music in the areas and at a appropriate volume(something not common in every place) Just the restaurants menus are always the same,they should switch it up from time to time"
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,923
    $1,135
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • 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
    $2,271
    $1,447
    per traveler
    found 1 day ago
    A Wave From it All
  • 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 (988 reviews)
    "Good 👍"
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,500
    $968
    per traveler
    found 1 day ago
    The Perry Hotel Naples
  • Aerial view
    Oct 15 - Oct 20

    Tween Waters Island Resort & Spa + Flight

    Captiva
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,003 reviews)
    "It took more than two hours to check in after check point of 4:00 pm - We supposed to get a call to confirm that the room was ready, a call that never happened. There has been a lot of rain so it did not help to have a clear view of the whole property. Restaurants are of good quality and the staff was very nice."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,326
    $860
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa

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.