Ramrod Key Vacations from $386

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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.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $799, price is now $386 per person
$386
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (814 reviews)
Good location, very walkable. Front desk staff is very nice.

Reviewed on Aug 8, 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 $23,583, price is now $11,011 per person
$11,011
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $1,060, price is now $515 per person
$515
per person
Nov 6 - Nov 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (930 reviews)
Sara was an amazing waitress

Reviewed on Aug 25, 2025

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $983, price is now $494 per person
$494
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,414 reviews)
The property staff is perfect, the only sad thing is about the pool. But I want to came back very soon

Reviewed on Aug 25, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $795, price is now $411 per person
$411
per person
Nov 6 - Nov 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Loved the Art Deco look of the rooms, lobby and hallway. Staff was very kind and helpful.

Reviewed on Aug 16, 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
$113 nightly
The price is $127 total per night from Sep 1 to Sep 2
$127 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
Nice place by Bahia Honda and very close to Keys
"Overall the stay was nice. Good space. Clean. Manager was nice. Pool was clean. Very good rock band that plays at night also country. Bar is standard and the food offered was ok but that’s because they were still fixing something’s and the pizza was good. The only issue I had was the front desk who ..."

Reviewed on Jul 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
$286 nightly
The price is $322 total per night from Sep 24 to Sep 25
$322 total
Sep 24 - Sep 25
Total with taxes and fees
9/10 Wonderful! (1,036 reviews)
"Didn't like the beach area at all, muddy water and mud in the bottom of the beach . But pools were pretty good."

Reviewed on Aug 23, 2025

Isla Bella Beach Resort & Spa
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $167 total per night from Sep 8 to Sep 9
$167 total
Sep 8 - Sep 9
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Great place all around, will be going back in the future!"

Reviewed on Aug 16, 2025

Parmer's Resort
See all 874 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.

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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 $386 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.