Ramrod Key Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Ramrod Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
$922
per person
Oct 1 - Oct 6
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
We had a great stay, staff were very friendly and helpful. The only concern was that since it was “off” season for them the restaurants and bars closed early.
Reviewed on Aug 18, 2026
The Key West Hotel
Key West Historic District
$2,036
per person
Oct 1 - Oct 6
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Pier House Resort & Spa
Key West Historic District
$1,234
per person
Oct 1 - Oct 6
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Room was ok only, AC had issues and location was difficult. There were upgraded rooms available but the charges didn’t make any sense, $50 a night for a room the same size but a slightly better location. Beach area was nice, location is great, Beach attendant couldn’t be bothered to help guests, Food servers never picked up after serving which left the birds to clean off the plates. You get the idea, great location not so great service.
Reviewed on Aug 18, 2026
Hyatt Vacation Club at Windward Pointe, Key West
$1,430
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The property itself was very nice and well kept. The maintenance and cleaning staff were very creepy men and made me feel very uncomfortable during my stay. It’s something to think about if you are solo traveling. The area was nice, amenities were great, but I would not return here.
Reviewed on Aug 17, 2026
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Beachside
$1,774
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.
Pictures represented a beach view when that was entirely not the case.
The sliders on the bedrooms were nice to have but made that part of the room much warmer. In the heat of summer it was not a good feel.
Carpeting in the hallway was dirty.
The shower function was odd to say the least. It was like having to crack a code. Tub not operational??? Why have it? I think a face lift is in order. Remove the mirrors -made it creepy.
Reviewed on Jul 11, 2026
Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay
Beachside
$1,661
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.
Ramrod Key Vacation Packages
Trying to plan a way to bundle your Ramrod Key flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Ramrod Key vacation packages can help. We're here to book everything you'll need to make your Ramrod Key trip one to remember. With only a few clicks, you can pick the best vacation package for you and your family. AARP Travel Center has an amazing selection of accommodations and flight, and local endeavors to pick from.
Hotels in Ramrod Key
With 886 hotels and resorts in Ramrod Key to choose from, you will find one that is perfect for you.
We have great deals on everything from family-friendly resorts that check off all the vacation must-haves to affordable hotels perfect for those on a budget. You can look through our vast catalog of possibilities and choose the accommodation that is perfect for you and your family. With AARP Travel Center's Ramrod Key hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Ramrod Key
People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Package Your Ramrod Key Vacation and Save
With so much happening in Ramrod Key, you'll be wanting to plan your itinerary, not devoting time to finding the cheapest hotel. AARP Travel Center allows you to easily reserve everything you need, and save money while doing it. You can plan your whole holiday, including activities in Ramrod Key from only one place. So what are you waiting for? Book today and save!
Top Hotel Deals
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Parmer's Resort
565 Barry Avenue Summerland Key FL
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Bahia ...
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
Knight's Key Suites
40 Kyle Way W Marathon FL
Stay at this aparthotel in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Sunshine Key RV Resort & Marina
38801 Overseas Highway Big Pine Key FL
Enjoy a private beach, a marina, and laundry facilities. Popular attractions Bahia Honda State Park and Sandspur Beach are located nearby.
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 7 - Mon, Oct 19
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$90
Roundtrip
found 14 hours ago
Mon, Oct 5 - Sat, Oct 17
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$153
Roundtrip
found 5 days ago
Sat, Oct 10 - Sat, Oct 17
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$159
Roundtrip
found 14 hours ago
Wed, Sep 16 - Sat, Sep 19
BOS
Logan Intl.
MIA
Miami Intl.
$169
Roundtrip
found 1 day ago
Tue, Dec 1 - Thu, Dec 3
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$295
Roundtrip
found 2 days ago
Best points of interest in Summerland Key
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All accommodation types in Ramrod Key
More Types of Hotels
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