If you’re looking for a private, luxurious getaway, consider the Cayman Islands. What you’ll find here are breathtaking aqua-blue waters and more than seven miles of beaches. If you’re into all-inclusive resorts, you’ll find that on Grand Cayman, and the less traveled Little Cayman and Cayman Brac offer more adventurous pursuits, which makes this trio of islands a breath of fresh air in the heart of the Caribbean Sea.

Before You Go: Need-to-know info

Language: English
Flight time: 4 hours from New York City; 1.5 hours from Miami; 8 hours from LA; 6 hours from Chicago; 6 hours from Dallas
Getting around:
Taxi and rental car (keep left!)

When to Go: The Cayman Islands at their best

Best weather: The Cayman Islands have an average temperature of 79 degrees Fahrenheit year-round. March and April are driest; the rainy season (including hurricanes) is from mid-May to November.
Best prices: Mid-April to mid-December; exact dates vary by hotel

What to Do

Grand Cayman: The largest of the Cayman Islands, Grand Cayman boasts many options for vacationers, from five-star resorts on the powdery, seven-mile beach to little bed-and-breakfasts along the way. Don’t miss shopping in historic Georgetown, where you’ll find high-end retailers, like Cartier and Tiffany & Co., right alongside Jimmy Buffett’s Margaritaville. If you’d rather get up close with creatures of the deep, Sting Ray City is just a 10-minute boat ride away, or you may be able to snorkel in live reefs just a short swim from your hotel. If lounging around with a frozen drink in hand is more your style, don’t leave without ordering a mudslide at beachside Rum Point.

Cayman Brac: Adventurous couples will want to check out Cayman Brac, a 40-minute plane ride from Grand Cayman. These rugged 14 square miles feature a dramatic 140-foot bluff that’s home to dozens of caves worth exploring, alongside underwater shipwrecks and exotic woodlands teeming with tropical birds.

Little Cayman: The Cayman Islands are renowned for their diving opportunities, which become even more outstanding on Little Cayman. Just a 20-minute plane ride from Grand Cayman, this 10-mile long island is home to 50 dive sites, including Bloody Bay Wall with its sheer coral wall. If you don’t want to dive, you’ll have no problem finding a quiet respite here. Since the island has just 170 residents, romance abounds on uninhabited beaches and the almost-private South Hole Lagoon.

The Travel Industry’s Biggest Secret

Read More

How to Write the Perfect Out-of-Office Reply Before Vacation

Read More

101 Reasons Travel Agents Still Exist

Read More

The Things That No One Tells You About Booking a Cruise

Read More

15 Terrible Vacation Mistakes

Read More

What Does a Hotel’s Star Rating Actually Mean?

Read More

5 Reasons to Book Your Holiday Travel RIGHT NOW

Read More

11 Reasons to Travel More This Year

Read More

9 Legitimate Health Benefits of Vacationing

Read More

10 Ways Travel Agents Give You Higher Value Vacations

Read More

50ish Reasons to Take a Cruise NOW.

Read More

A Secret Guide to The Caribbean’s Best Beaches

Read More

America Has a Secret Beach Paradise

Read More

The Things That No One Tells You About Booking a Cruise

Read More

23 Reasons Your Next Caribbean Vacation Should Be to Jamaica

Read More

Hawaii vs. the Caribbean: Which is right for you?

Read More

12 Reasons Maui Is The Best Island On The Planet

Read More

5 Amazing Things in Jamaica

Read More

8 Reasons Cruises Are Still Cool

Read More

The Guide to the Best Caribbean Island For You

Read More

The Best All-Inclusive Resorts in Jamaica

Read More

24 of the Best All-Inclusive Resorts In The Caribbean

Read More

The 21 Most Magical Spots In Hawaii

Read More

Destination 101: St Thomas

Read More

Destination 101: Dominican Republic

Read More

Destination 101: Bora Bora

Read More

Destination 101: Playa del Carmen

Read More

Destination 101: Los Cabos

Read More

Destination 101: St Kitts

Read More

Destination 101: Hawaii – Big Island

Read More

Meet more of our favorite places.

Blue Haven Resort

Learn More

Marriott Frenchmans Reef

Learn More

The Fairmont Orchid Hawaii

Learn More

Grand Hyatt Kauai Resort & Spa

Learn More

Four Seasons Resort Lanai

Learn More

Andaz Maui at Wailea

Learn More

Aqua Skyline

Learn More

Beach Palace

Learn More

Cozumel Palace

Learn More

Grand Fiesta Americana Los Cabos Golf & Spa Resort

Learn More

Meet Our Brands

Visit BookBetterTravel.com

Let's Plan Your Dream Vacation

Get Started

When you plan travel with Vacationisms, you're shopping small and supporting a privately owned business based in Goffstown, NH.

We're owned by a husband and wife power duo living locally with their two-nager. Yes, two-nager. When you plan your travel with us, you aren't only supporting our amazing team, you're supporting the community, too. We reinvest heavily in our community in social advocacy, youth development and athletic programs, and we too shop small. We believe that our community is important and we appreciate your business to allow us to continue.