A coastal residential area with a marina, dense greenery, and high-rise buildings in the background.

Caloosahatchee Vacation Packages

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The Latest Caloosahatchee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A resort with a central pool, multiple lounge areas, and a beach view.
    Dec 11 - Dec 15

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • 1 stop RSW - YOW • 1 stop
    CA $1,659
    CA $1,218
    per traveller
    found 1 day ago
    Tween Waters Island Resort & Spa
  • A balcony with a view of the beach, white railings, and a lounge chair with towels.
    Jan 17 - Jan 21

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

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,003 reviews)
    "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..."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $4,955
    CA $3,233
    per traveller
    found 14 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • A pool area with lounge chairs and umbrellas, surrounded by palm trees.
    Jan 15 - Jan 18

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,256 reviews)
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,148
    CA $1,499
    per traveller
    found 1 day ago
    The Perry Hotel Naples
  • A balcony with a view of a beach, a table, and chairs.
    Jan 10 - Jan 14

    Windward Passage Resort + Flight

    Fort Myers Beach
    4 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • Nonstop RSW - YOW • 1 stop
    CA $2,072
    CA $1,526
    per traveller
    found 1 day ago
    Windward Passage Resort
  • A swimming pool with lounge chairs and a building with a sloped roof in the background.
    Jan 24 - Jan 29

    Landing Apartments Fort Myers near Eastwood Village + Flight

    Fort Myers
    5 nights
    3.0 star property
    9.8/10 - Exceptional (35 reviews)
    "And easy check-in. Brittany made the process seamless."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $1,896
    CA $1,426
    per traveller
    found 1 day ago
    Landing Apartments Fort Myers near Eastwood Village

Where to stay in Caloosahatchee

Find the best Caloosahatchee areas and neighborhoods for the activities you enjoy most.
A pier extending into the water with two gazebos at the end, under a sunset sky.

Pelican

If you're spending some time in Pelican, Tarpon Point and Chabad Jewish Center are top sights worth seeing.
A coastal cityscape with a beach, marina, and dense urban area.

Hancock

While visiting Hancock, you might make a stop by sights like Four Mile Cove Ecological Preserve and Pine Island Shopping Center.
A sunset over a calm lake with a dock and palm trees.

Yacht Club

While there might not be top attractions in Yacht Club, you can explore the larger area and discover places like Cape Coral Yacht Club Beach and Dolphin Marina.
A wooden pier extending into calm water with a clear sky and distant land.

Burnt Store

Though Burnt Store might not have many top sights, you can venture to the surrounding area to see attractions like Coral Oaks Golf Course and Burnt Store Marina.
A marina with numerous boats docked, surrounded by high-rise buildings and a coastal landscape.

Trafalgar

If you're spending some time in Trafalgar, Palmetto-Pine Country Club and Fellowship Park are top sights worth seeing.

Discover the most popular places to visit in Caloosahatchee

Dolphin Marina

8.8/10 (25 reviews)
Explore the waterfront of Dolphin Marina and enjoy other activities such as boating in Cape Coral. Wander the beautiful beaches and seaside in this family-friendly area.
See properties

What to do near Caloosahatchee

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

CA $68
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
See all activities near Caloosahatchee

Caloosahatchee Hotel Deals

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
2.5 star property
Caloosahatchee
9.4 out of 10, Exceptional, (1,754 reviews)
"The hotel was immaculate, staff very helpful, and free breakfast was great"
The price is CA $143
CA $159 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
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.
See all properties in Caloosahatchee

Frequently Asked Questions

How much does a Caloosahatchee vacation package cost?

Live it up in Caloosahatchee from just CA $1,218. We offer a great selection of hotels, flights and rental cars to suit every budget and style. You can score even better deals when you add a couple of activities or tours to your vacation package.

How do I get a cheap travel package to Caloosahatchee?

Bundle your flights and hotels, add extras such as activities, and save with a Caloosahatchee vacation package. You won't just enjoy wonderful discounts on your getaway — you'll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties all over the world. Your dream vacation starts right here, right now!

How far in advance should I book my Caloosahatchee vacation?

Savvy travelers will likely want to reserve their seats early. You can generally browse through international fares on Expedia up to 12 months before your intended flight. If you've left booking to the last minute, don't despair. Bargain prices sometimes occur just weeks prior to departure.

What does an Expedia Caloosahatchee travel package include?

Packages include rental cars, flights and hotels, but you can combine any of them to create your dream Caloosahatchee escape. You can also add on fun stuff like experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.

What should I know before booking a Caloosahatchee travel package?

Booking all the parts of your trip together is an excellent way to save. Bundle car rentals, airfares and hotels into a tidy little package. But your options don't end at hotels. Expedia has all kinds of properties, including vacation rentals like beach villas and short-term homes. The list goes on!

Can I choose my airline with a Caloosahatchee Expedia vacation package?

Most definitely. Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Caloosahatchee vacation according to your budget and style.

If I'm not able to travel, can I cancel my Caloosahatchee vacation package?

If your travel plans in Caloosahatchee have changed, it's good to know that it is possible to amend or cancel your booking. If you made your booking in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more information, check our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.