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5 Sunny Escapes to Beat the Winter Blues

Well-Traveled

by Well Traveled
1 year ago

There’s nothing like warming yourself up in the winter with a trip to a sunny destination. And let’s be honest – even if you already live in a relatively warm destination, you know you’re looking for any excuse to travel (or at least we are). 

Whether you’re looking for a quick weekend of fun in the sun or a full-on vacation, these are the 5 destinations you might find us this winter. 

1. Aruba 

If bright blue waters and white sand beaches are your thing (they’re sure ours) and you’re looking to add another stamp to your passport, look no further than the island of Aruba. A perfect day here can include sunbathing on Eagle Beach, strolling through the colorful capital of Oranjestad, or scuba diving near famous shipwrecks. If you decide to relax all day, don’t forget to enjoy some of Aruba’s nightlife from cocktail bars to beach clubs. 

Where we'd eat, sleep & play: 

0

Eat

Passions On The Beach

Typical price per person

$100+
$$$$
Date Night Waterfront Dining
Details
0

Sleep

Hyatt Regency Aruba Resort Spa And Casino

Average Nightly Rate

Starting at $300+
$$$$
Spa Time Beachfront
Details
0

Play

Conchi Natural Pool

Typical price per person

$0-25
$$$$
Ocean Views Getting Outdoors
Details

2. Jamaica 

Waterfalls, national parks, and a seven-mile beach? Um… sign us up! Jamaica is truly an island adventure, touting the perfect mix of beach bliss, stunning nature, and exciting activities. When you’re not laying on the beaches of Montego Bay or Negril, you’ll have the chance to explore Dunn’s River Falls or Blue and John Crow Mountains National Park, or even sneak in a round of golf on one of the island’s 10 different courses. 

Where we'd eat, sleep & play:

0

Eat

House Boat Grill Restaurant

Typical price per person

$50-100
$$$$
Date Night Waterfront Dining
Details
0

Sleep

Round Hill Hotel and Villas

Average Nightly Rate

Starting at $500+
$$$$
Feeling Bougie Waterfront Dining
Details
0

Play

Dunn's River Falls & Park

Typical price per person

$0-25
$$$$
Scenic Views Day Trip
Details

3. Florida Keys, FL

A trip to the Florida Keys will be the key (see what we did there) to making it through the winter season. Although you can fly directly into Key West, there’s something special about the drive from Miami down U.S. Highway 1: Picture you and your crew cruising down a highway surrounded by Caribbean waters. And if you need pitstop recommendations, we definitely suggest a stop at Robbie’s on Islamorada for lunch – and to of course to feed the tarpon.

Where we'd eat, sleep & play:

0

Sleep

Cheeca Lodge & Spa

Average Nightly Rate

Starting at $300+
$$$$
Waterfront Dining Scenic Views
Details
0

Play

Robbie's of Islamorada

Typical price per person

$25-50
$$$$
Scenic Views Ocean Views
Details
0
Details

4. Cartagena, CO

Looking for an underrated, up-and-coming escape? Cartagena, Colombia is just that. You can explore this colorful, coastal, and oh-so-charismatic city in just 72 hours, making it the perfect winter weekend trip. Plus, there are plenty of beaches, history, and city life for anyone to explore, whether you're staying solo, with a significant other, or with a group of friends. 

Where we'd eat, sleep & play:

0

Sleep

Casa San Agustín

Average Nightly Rate

Starting at $500+
$$$$
Historic Hotel Luxury Travel
Details
0

Eat

ALMA Restaurante - Bar

Typical price per person

$100+
$$$$
Date Night Vegetarian Friendly
Details
0

Play

51 Sky Bar

Typical price per person

$100+
$$$$
Scenic Views Live Music
Details

5. Tulum, MX

We don’t think we need to convince you to spend some time on the beaches of Mexico, but we’ll do it anyway. Unless you’ve been living under a rock, the jungle paradise of Tulum is probably on your radar. Known for its white-sand beaches and well-preserved Mayan ruins, Tulum gives you the opportunity to soak up sun, history, and nightlife all in one trip. And if you want to add a bit of adventure to your getaway, a day trip to swim in a cenote is a must.

Where we'd eat, sleep & play:

0

Sleep

Azulik Resort

Average Nightly Rate

Starting at $500+
$$$$
Spa Time Beachfront
Details
0

Play

Cenotes Casa Tortuga

Typical price per person

$0-25
$$$$
Scenic Views
Details
0
Details

Where else should we head this winter? Let us & our members know below.

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