Caloosahatchee Vacation Packages 2026 from $409

Caloosahatchee flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Chadwick Cove Resort & Marina

Save 100% on your flight

$409

per person

Oct 18 - Oct 23

found 6 hours ago

Roundtrip flight included

Philadelphia (PHL) to Fort Myers (RSW)

This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,124

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

The Perry Hotel Naples

Save 100% on your flight

$928

per person

Oct 19 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

Tween Waters Island Resort & Spa

Save 100% on your flight

$729

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

Casa Tiki

Hancock

Save 100% on your flight

$735

per person

Oct 16 - Oct 23

found 1 day ago

Roundtrip flight included

New York (JFK) to Fort Myers (RSW)

This vacation home features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. Luggage storage, laundry facilities, and barbecue grills are also on offer.

Stay near popular Caloosahatchee attractions

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

Frequently asked questions

How much are vacation packages to Caloosahatchee?

With a Travelocity vacation package, you could be living it up in Caloosahatchee from just $409. Flights, hotels and experiences — we're a one-stop shop for all of them. You're bound to save loads just for bundling your bookings. And with all that taken care of before you leave, you don't have to worry about a thing.

Where can I get the best vacation package deals for Caloosahatchee?

You can snap up awesome Caloosahatchee package deals with Travelocity. Pick from 400 airlines and 1,000,000 worldwide properties and turn those travel dreams into reality.

Why should I purchase my Caloosahatchee vacation bundle via Travelocity?

Fantastic savings, countless inspiring destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save on my Caloosahatchee car rental if I book it with my hotel or flight?

You sure can with our Caloosahatchee vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to grow. With your own set of wheels, all the popular attractions in and around Caloosahatchee are just a road trip away.

Which airport is best for Caloosahatchee?

Your Caloosahatchee getaway will likely begin at Southwest Florida Intl. Airport (RSW) or Naples Municipal Airport (APF).

What is there to do in Caloosahatchee?

To get a feel for the true spirit of Caloosahatchee, you really ought to organize a trip to Cape Coral Yacht Club Beach. It's among the most visited attractions in the region.