Caribbean Travel Guide

Looking for inspiration? Our goal is to spark ideas for your group trip. Review our recommendations in these categories:

Recommended Group Trips

Scuba diving in Tobago
My brother, my college roommate and I had been talking about a fun boys’ trip (i.e. no wives or girlfriends allowed) for a couple years. We finally got serious about it and decided on scuba d...  [Read more]
Tags : adventure advice beach buddies caribbean scuba diving

Submitted by Todd

Some friends and I wanted to try somewhere different over Christmas vacation, so we headed to Panama to see what was there. We went without a lot of planning or knowledge of what there was to do, b...  [Read more]
Tags : adventure beach caribbean city dining girlfriend getaways hiking historical spa

Submitted by Beth

Try it All at Tryall
More like get away from it all! Ten of us met in Jamaica last year to celebrate our 40th birthdays. We'd spent weekends together before, but never like this! This time we rented a house in Tryall ...  [Read more]

Submitted by Laura

Grand Cayman Diving
Grand Cayman, the largest of the three Cayman Islands, is a tranquil diver's paradise filled with colorful coral reefs and a wide variety of sea life. There are over 200 dive sites and 40 dive oper...  [Read more]
Tags : beach caribbean scuba diving
A Girlfriend Getaway Cruise
A girlfriend getaway cruise will be, for sure, a one of a kind opportunity for laughter, swapping stories, meeting fun people, shopping, exercise, exploring beautiful scenery, and relaxing. You'll ...  [Read more]
Shop and Sun St. Martin/St. Maarten
On St. Martin, you will find two personalities on one small island. The more relaxed side of the island is St. Martin (French), where you can shop chic boutiques, sample the absolute best in culina...  [Read more]
Tags : beach caribbean gambling shopping
Seniors Cruises
Millions of seniors choose to cruise for the service, food, ease of movement, amazing itineraries, and all-inclusive options. Many cruise lines cater to an older market via a variety of onboard sen...  [Read more]
Tags : caribbean cruise family mexico
A Golf Cruise
Did you know that a cruise ship can be your caddy to some of the most remarkable golf courses ever built? Imagine golfing Mexico's Cabo del Sol, which debuted on Golf Magazine's list of Top 100 Cou...  [Read more]
Tags : caribbean cruise family golf hawaii
Girlfriend Getaway - Surfing Safari
One of the coolest recent travel trends is the girlfriend getaway surfing safari. Imagine the exhilaration of communing with the ocean, incredible weather, laughing together, some yoga, and the fre...  [Read more]
Rivera Family Cruise to San Juan, Puerto Rico
Here is a 7 day Group cruise that I Booked last year for the "Rivera Family". The group of 25 flew from Philadelphia and New York to San Juan, Puerto Rico. They wrote and called me to say that it w...  [Read more]
Tags : beach caribbean cruise dining family shopping

Submitted by LV Washington

Group Travel to Jamaica
Jamaica is the gem of the Caribbean. Awesome for girlfriend getaways, buddies trips, and family vacations, the three most distinct regions of Jamaica, Montego Bay, Ocho Rios and Negril are all link...  [Read more]
Caribbean Cruises
Caribbean cruising is perfect for trips with groups of couples, multi-generational families, and fun-seeking friends, with plenty of opportunities to explore friendly ports, shop, stroll or sun on ...  [Read more]
Aruba is one of the smallest islands in the Caribbean yet offers a breathtaking amount of beauty and overall character. Palm Beach is the center for activities on the island. Here you'll find re...  [Read more]
Nassau, Bahamas
Nassau, the capital of the Bahamas, offers group travelers non-stop entertainment, sun, shopping and history all set on some of the most stunning beaches in the Caribbean. The island's natural b...  [Read more]
Tags : beach caribbean fishing gambling

More Group Trips

Guys Adventure To A More Remote Caribbean
Tags: adventureadvicebeachbuddiescaribbeanscuba diving
The Girls, A Plan, A Canal, Panama
Tags: adventurebeachcaribbeancitydininggirlfriend getawayshikinghistoricalspa
Jamaica N Us Laugh Hard Together.
Grand Cayman, the largest of the three Cayman Islands, is a tranquil diver's paradise filled with...  [Read More]
Tags: beachcaribbeanscuba diving
A Cruise Vacation Just For The Girls
One Island, Two Names, So Much To Do (And Not Do) Together.
Tags: beachcaribbeangamblingshopping
Cruise Into The Golden Years Of Life.
Tags: caribbeancruisefamilymexico
A New (Cruise And Golf) Course Every Day.
Tags: caribbeancruisefamilygolfhawaii
7 Days Of Family Bonding.
Tags: beachcaribbeancruisediningfamilyshopping
Wide Variety Of Activities, Lush Jungles, Reggae, And Beaches
Ideal Weather, Island Hopping, Shopping, And Beach Fun
Windsurfing, Diving, All Night Entertainment
World Class Resorts, Shopping, And White Sand
Tags: beachcaribbeanfishinggambling

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