Ramrod Key Vacations from $524

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Your Ramrod Key Vacation

Reserve a Ramrod Key vacation package and prepare to experience all this lively city has to offer. Consider basing yourself in the neighborhood of Breezeswept Beach Estates, which is good for watersports, adventure sports and fishing. If a sightseeing tour is on the to-do list during your trip to Ramrod Key, visit big attractions like Cook Island, Big Pine Key Flea Market and Blue Hole. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Ramrod Key today.

The Latest Ramrod Key vacation packages

Price found within the past 48 hours. Click for updated prices.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Price was $1,049, price is now $524 per person
$524
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,412 reviews)
If U are in the area just needing some where reasonable this is a kool place.

Reviewed on Oct 30, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $30,195, price is now $13,822 per person
$13,822
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $2,342, price is now $1,154 per person
$1,154
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Everything was perfect. I will recommend this hotel excellent.

Reviewed on Oct 28, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $2,089, price is now $1,051 per person
$1,051
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (217 reviews)
I loved staying at this hotel. Super clean and modern but with a home feel. The staff are incredible. I will book it again

Reviewed on Oct 29, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,322, price is now $668 per person
$668
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
We had a great stay at the Cavalier Hotel. The interior of the hotel is beautiful. They also have a bar area as well as breakfast, lunch, and dinner options for dine-in or take-out. The beach is only a few steps away! The hotel provided beach towels as well. Our room was clean and beds were comfortable. The bathroom doesn't have a proper door that locks. It's only a sliding door, which we found difficult for privacy. All the staff we met were also very friendly and helpful. The only note for anyone looking to stay at this property is that the hotel itself doesn't have any parking. There is a Municipal Parking Garage right around the corner from the hotel. We found it very convenient to park there (including overnight parking). It's open 24 hours, clean, has stairs and elevators to get to the street.

Reviewed on Oct 28, 2025

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Ramrod Key Hotel Deals

Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $202 total per night from Nov 23 to Nov 24
$202 total
Nov 23 - Nov 24
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay

Reviewed on Oct 17, 2025

Looe Key Reef Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $308 total per night from Nov 30 to Dec 1
$308 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,055 reviews)
Isla Bella Beach Resort was wonderful and perfect in every way in celebration of our 45th Anniversary.

Reviewed on Oct 25, 2025

Isla Bella Beach Resort & Spa
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
$259 nightly
The price is $292 total per night from Nov 1 to Nov 2
$292 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (263 reviews)
We absolutely loved our stay here! I’ll be honest, when I saw the pictures online, I was a little nervous about the beds because they looked like they might be on the cheaper side… but wow, I was so wrong. The beds were unbelievably comfortable — high quality, cozy, supportive, and honestly some ...

Reviewed on Oct 27, 2025

Old Wooden Bridge Resort and Marina
See all 891 properties in Ramrod Key
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.

Find the Best Ramrod Key Vacation Packages

Ramrod Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Max Temp Winter
75ºF
Max Temp Summer
85ºF
Top Sights
Bahia Honda State Park, Florida Keys Beaches and Calusa Beach

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Frequently asked questions

How much does a Ramrod Key vacation package cost?
You can pick up a vacation package to this popular destination from $524 on Expedia. However, how much your vacation to Ramrod Key costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Ramrod Key?
You're likely to find lower rates and greater availability in April, May and September. Browse our cheap Ramrod Key vacation packages and you could land some excellent off-season deals.
How many days is enough for Ramrod Key?
With a well-organized itinerary, you can easily hit the main Ramrod Key sights in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Ramrod Key vacation for longer.
How to find the best Ramrod Key package deals?
Use Expedia's filter tool to help you find some fabulous Ramrod Key package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Ramrod Key package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Ramrod Key vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Ramrod Key escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Ramrod Key?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Ramrod Key trip.
How to plan a trip to Ramrod Key?

  1. Pick your dates: What you plan to do in Ramrod Key and your favorite season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Ramrod Key.
  3. Organize your Ramrod Key getaway with Expedia's trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Ramrod Key together.
  4. Determine how many days away: Start by listing all the sights and activities you'd like to get to in Ramrod Key. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Ramrod Key vacation package.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Check out some of the incredible things to do in Ramrod Key and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Ramrod Key vacation packages?
If you're like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Ramrod Key break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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