Sugarloaf Key Romantic Vacations 2026

Top Romantic vacation packages in Sugarloaf Key

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

Pelican Hotel

South Beach

Save 100% on your flight

$865

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (492 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,074

per person

Oct 24 - Oct 31

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 Marlin Hotel

South Beach

Save 100% on your flight

$945

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,004 reviews)

EAST Miami Residences

Brickell

Save 100% on your flight

$1,832

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

Pantera Rosa

South Beach

Save 100% on your flight

$898

per person

Sep 30 - Oct 7

found 1 day ago

Roundtrip flight included

Boston (BOS) 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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5* Romantic vacations in Sugarloaf Key

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

Andaz Miami Beach Resort & Spa

Mid Beach

Save 100% on your flight

$1,397

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9/10 Wonderful! (354 reviews)

We had such a wonderful stay! The resort was beautiful, clean, cozy, and very comfortable. What really stood out was how welcoming everyone made us feel. The staff truly went above and beyond to make sure we were comfortable and had everything we needed throughout our stay. You could tell they genuinely cared about making our experience special. We really enjoyed our time here and would definitely recommend it!

Reviewed on Aug 16, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,074

per person

Oct 24 - Oct 31

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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,832

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

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3 Night Romantic vacations in Sugarloaf Key

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

EAST Miami Residences

Brickell

Save 100% on your flight

$1,262

per person

Nov 6 - Nov 9

found 21 hours ago

Roundtrip flight included

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

9.2/10 Wonderful! (143 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$4,936

per person

Sep 29 - Oct 2

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

1 Hotel South Beach

South Beach

Save 100% on your flight

$3,037

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,586 reviews)

Everything about this hotel is AMAZING especially the staff! I definitely recommend this hotel, I can’t wait to come back with my kiddos!

Reviewed on Aug 16, 2026

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4 Night Romantic vacations in Sugarloaf Key

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

Luxuri Suites

South Beach

Save 100% on your flight

$372

per person

Sep 26 - Sep 30

found 15 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

6.8/10 (57 reviews)

Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.

Reviewed on Jul 9, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,186

per person

Oct 22 - Oct 26

found 24 hours 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

Pelican Hotel

South Beach

Save 100% on your flight

$736

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (492 reviews)

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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 $372. 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?