Sugarloaf Key Romantic Vacations 2026

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Top Romantic vacation packages in Sugarloaf Key

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

Clinton Hotel South Beach

South Beach

Save 100% on your flight

$366

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,703 reviews)

It was a huge cocktail roach in the room. 2 room was moist. No wash clothes. I had to go the front desk 3x to get some.

Reviewed on Aug 4, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,522

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

The Sunny

Ocean Four

Save 100% on your flight

$658

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (559 reviews)

Même si on paie pour rester à l’hôtel il faut ajouter autres frais pour aller à la piscine à chaque jour

Reviewed on Aug 7, 2026

Bay Breeze Premium Apartments By Eskape Collection

Save 100% on your flight

$773

per person

Oct 7 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (233 reviews)

Just great!

Reviewed on Aug 3, 2026

Omni Fort Lauderdale Hotel

East Fort Lauderdale

Save 100% on your flight

$1,017

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (516 reviews)

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5* Romantic vacations in Sugarloaf Key

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

1 Hotel South Beach

South Beach

Save 100% on your flight

$1,207

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,580 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,522

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Nobu Hotel Miami Beach

Mid Beach

Save 100% on your flight

$1,222

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,447 reviews)

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3 Night Romantic vacations in Sugarloaf Key

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

Park Central South Beach

South Beach

Save 100% on your flight

$518

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,741 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,037

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Pantera Rosa

South Beach

Save 100% on your flight

$548

per person

Oct 13 - Oct 16

found 20 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

8.8/10 Excellent! (74 reviews)

The property is great. The location is perfect. The room was outstanding. Checkin is an absolute nightmare!!! Took us an hour from arrival to get our room. It's all done online, nobody to greet you. I saw one person in 4 days on the property. Requested fresh towels sent a text message had to send it again 8 hours later. Finally, got our towels.

Reviewed on Jun 26, 2026

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4 Night Romantic vacations in Sugarloaf Key

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

The Marlin Hotel

South Beach

Save 100% on your flight

$765

per person

Nov 1 - Nov 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,005 reviews)

The location was great, the bar convenient, the restaurant downstairs was great. Overnight parking was reasonable.

Reviewed on Aug 2, 2026

Casablanca Miami Beach

North Beach

$4,160

per person

Sep 10 - Sep 14

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

5.8/10 (327 reviews)

Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.

Reviewed on Jul 23, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,765

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

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How can I find the best Sugarloaf Key vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Sugarloaf Key romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Sugarloaf Key?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Sugarloaf Key?

Put a price on love with stunning deals for duos starting at just $366. Prices and availability are subject to change. Additional terms may apply.

Can I book Sugarloaf Key spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Sugarloaf Key?

To book a loved-up break in Sugarloaf Key, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Sugarloaf Key with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Sugarloaf Key romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?