Castaways Marina Flight + Hotel Packages

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

Staybridge Suites Naples – Marco Island by IHG

$404

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-star golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.

Edison Beach House

Save 100% on your flight

$463

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

The Perry Hotel Naples

Save 100% on your flight

$511

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Inn on Fifth

Save 100% on your flight

$723

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Save 100% on your flight

$774

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Comfort Inn & Suites

Save 100% on your flight

$413

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.

Casa Playa Beach Resort

Save 100% on your flight

$608

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.

Hilton Naples

Save 100% on your flight

$480

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

GreenLinks Golf Villas at Lely Resort

Save 100% on your flight

$550

per person

Nov 28 - Dec 3

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.

Olde Marco Island Inn and Suites

Save 100% on your flight

$923

per person

Dec 6 - Dec 12

found 15 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 3-star hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pelican Pier Marina and Rose Marina are located nearby.

Marco Beach Ocean Suites

Save 100% on your flight

$865

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Marco Beach and Marco Island Ski & Watersports are located nearby.

Pink Shell Beach Resort and Marina

Save 100% on your flight

$711

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Key West Express and Bowditch Point Park are located nearby.