Name: Southernmost Beach Resort and Guesthouses
Price range: $343 total
Rating: 8.8

Your Boca Chica Key Vacation

Leave all the planning up to us with a Boca Chica Key vacation package. With everything arranged before you go, the only thing you'll need to do is sit back, relax and enjoy this destination's culture and beauty. You'll have a long sightseeing list during your trip to Boca Chica Key. One top city you'll want to spend some time exploring is Big Coppitt Key. From the instant you book your Boca Chica Key vacation to when you return home, Expedia has you covered every step of the way.

The Latest Boca Chica Key vacation packages

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

The Perry Hotel & Marina Key West

Save 100% on your flight

$786

per person

Aug 2 - Aug 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,271 reviews)

Love the pool and marina, but Marina needs to have floating garbage removed.

Reviewed on May 12, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,232

per person

Jul 14 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,066 reviews)

The property staff wasn’t as attentive as I would have hoped at a resort like this. The rooms were spacious and clean.

Reviewed on May 12, 2026

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$1,605

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,034 reviews)

The 2 bedroom suite was space clean and every comfortable for our group of 5. When we needed more towels they came very fast with them. Will stay here again.

Reviewed on May 10, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,294

per person

Aug 2 - Aug 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (552 reviews)

The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

The Gardens Hotel

Old Town Key West

Save 100% on your flight

$1,484

per person

Jun 14 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.8/10 Exceptional! (1,001 reviews)

The Gardens Hotel was wonderful! Our room was very comfortable and clean. The property is beautiful and well maintained, and all of the staff were helpful and welcoming. The daily breakfast was delicious and there were different menu options every day of our 4 night stay. 10/10 would recommend The Gardens Hotel!

Reviewed on May 13, 2026

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See all available trips from Columbus to Boca Chica Key

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Discover the most popular places to visit in Boca Chica Key

Boca Chica Marina Key West Florida damaged by Hurricane Irma

Boca Chica Beach

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.

Boca Chica Nude Beach

Why not spend a lazy afternoon at Boca Chica Nude Beach during your trip to Key West? Discover the area's great live music, or seek out its biking trails.

What to do in Boca Chica Key

Miami to Key West Day Trip with Activity Options

$39

per adult

84% of travellers recommend

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19

per adult

78% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$45

per adult

88% of travellers recommend

See all activities in Boca Chica Key

Boca Chica Key Hotel Deals

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$202 nightly

$227 total

Jun 3 - Jun 4

Total with taxes and fees

8.4/10 Very Good! (2,216 reviews)

It was a fun hotel

Reviewed on May 13, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

$247 nightly

$278 total

Jun 10 - Jun 11

Total with taxes and fees

8.8/10 Excellent! (1,818 reviews)

The view from our toom was obsteucted, parking area only. The beach is across the street from the resort, but they do have a fresh water shower at the front to rinse off. The beach area was nice, soft sand when we went for evening walks. They had lounge chairs with umbrellas for guests, not sure ...

Reviewed on May 12, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

$305 nightly

$343 total

Jun 3 - Jun 4

Total with taxes and fees

8.8/10 Excellent! (3,311 reviews)

Loved our stay with Southern most! It was safe, clean, quiet, roomy, and stylish. The staff were all friendly and knowledgeable.

Reviewed on May 13, 2026

See all 3,389 properties in Boca Chica 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.