Best Caribbean Gay Cruises for 2020 – The Nomadic Boys

“Aruba, Jamaica, oh I want to take ya
Bermuda, Bahama, come on pretty mama…”

While there might not be a real “Kokomo” in the Caribbean (or at least there wasn’t until that Beach Boys’ song came out!) there are still so many incredibly beautiful islands to explore. From the colourful and lively San Juan to the lush and mountainous Grenada, the Caribbean has a great deal to offer.

Give us a Caribbean beach or two any day. Or better still, hop aboard a Caribbean gay cruise and you get to visit a whole bunch of them. With over 700 islands, islets and reefs to explore, island hopping this lush area of the world with a fabulous group of gay guys is definitely the way forward!

When it comes to gay cruises in the Caribbean, there are many options. Each one is unique in its own way. We’ve put together our list of some of the best ones you need to check out. Note that we have divided our guide up into two parts: the first featuring gay only cruises, the second, a gay group mixed with a larger group.

RSVP 35TH ANNIVERSARY CARIBBEAN CRUISE

RSVP is well known in the gay cruise industry, and they’ve been around! This cruise celebrates their 35th anniversary.

The RSVP Caribbean Cruise takes place aboard the Holland America Line’s Nieuw Statendam, which oozes style, sophistication and sass! With an innovative entertainment centre, a theatre stage, dance club, and live music bar, the days spent at sea will feel just as exciting as the days spent exploring ashore.

By Stefan Arestis – Full Story at the Nomadic Boys

Caribbean Gay Travel Resources

Latin Trails – Gay Friendly Tour Operator in Quito, Ecuador

Latin Trails - Gay Friendly Tour Operator in Quito, Ecuador

CUSTOM TOURS IN ECUADOR AND PERU

Small boutique operator focused on Ecuador and Peru.

Latin Trails is famous for offering custom planned itineraries and creating unique experiences for individual travelers and small groups.

The go-to operator if you want something private, unusual and memorable.

See the Latin Trails Expanded Listing on Purple Roofs Here

Quito Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals

GaySail – Gay Owned Tour Operator in Amsterdam, Netherlands

Gay Sail Cruise Split-Dubrovnik - GaySail

YOUR ULTIMATE GAY HOLIDAY EXPERIENCE

At GaySail we organize about 50 gay sailing cruises a year, all over the world, for single gay men, couples, friends and private gay groups. We sail in Greece, Croatia, Ibiza, Virgin Islands, St. Martin & St. Barth, Bahamas, Brazil and Thailand.

With our team of 22 fully licensed gay skippers and gay cooks/co-skippers we can offer you a wonderful one- or two-week gay sailing vacation. We offer regular GaySail sailing cruises but also a lot GayNudeSail sailing cruises and GaySail Exclusive luxury sailing cruises, both monohull and catamaran yachts.

Cruises with gay skipper only, or skipper and cook for breakfast and lunch. Something for everyone!

See the Gaysail Expanded Listing on Purple Roofs Here

SPOTLIGHT: Cruise Planners – San Diego, CA

Cruise Planners

I am a full service Travel Agent serving the LGBT community. I support all types of travel world-wide including: adventure travel, land tours, cruises, river cruises, destination weddings, and completely customized itineraries. I specialize in customized group trips.

I host several gay group trips as well. I love to travel and explore the world, and as a gay man I like to travel with like-minded men for fun and adventure.

I am part of a highly respected and award-winning agency, Cruise Planners, an American Express travel representative.

See the Cruise Planners Expanded Listing on Purple Roofs Here

Get Out! Excursions – Gay Owned Tour Operator

Get Out!

At GET OUT! Excursions, we focus on personalized group and individual travel experiences. Whether you’re an individual who wants to explore new places and see new sights, a couple trying to get away for some private rest and relaxation, or a group of friends or family who want to travel together to experience new vistas, we can do that.

With an extensive network of local, on-the-ground tour operators, we’re able to build on your ideas and desires to create something unique and special for you and your traveling companion(s). One of the first questions we ask our clients is, “What’s on your bucket list?” This is what makes us unique – anticipating the needs and desires of our clients.

See the Get Out! Excursions Expanded Listing on Purple Roofs Here

Pink Iceland – Iceland Gay Tour Operator

Pink Iceland

Pink Iceland was founded in 2011 by Eva Maria and Birna who shortly thereafter asked one of their friends, Hannes (a.k.a. Sasi) to join the company. Their tiny start-up is now the first and foremost Queer travel, event and wedding planner in Iceland.

Now, having succeeded in their mission Pink Iceland employs seven full time members of staff as well as a few freelance tour guides at any given time. Many things have changed since those first years, not least the clientele which now sees many straight allies of the LGBTQI+ community seeking Pink Iceland’s help with planning their nuptials and/or travels in Iceland. This despite having never lost their queer focus. As Eva (Pink Mama) puts it: “We are proud of who we are and the community we serve. If anyone has a problem with that, we wouldn’t really want to work with them anyway!

We believe in creating unforgettable experiences and lasting memories. We will always try to match, or beat, online prices for accommodation, activities and services, while still offering 24/7 access to a real human being, ready willing and able to assist you with all your needs.

See the Pink Iceland Expanded Listing on Purple Unions Here

Iceland Gay Friendly Wedding Vendors

Pink Iceland – Gay Owned Iceland Tour Operator

Pink Iceland

Pink Iceland was founded in 2011 by Eva Maria and Birna who shortly thereafter asked one of their friends, Hannes (a.k.a. Sasi) to join the company. Their tiny start-up is now the first and foremost Queer travel, event and wedding planner in Iceland.

Now, having succeeded in their mission Pink Iceland employs seven full time members of staff as well as a few freelance tour guides at any given time. Many things have changed since those first years, not least the clientele which now sees many straight allies of the LGBTQI+ community seeking Pink Iceland’s help with planning their nuptials and/or travels in Iceland. This despite having never lost their queer focus. As Eva (Pink Mama) puts it: “We are proud of who we are and the community we serve. If anyone has a problem with that, we wouldn’t really want to work with them anyway!

We believe in creating unforgettable experiences and lasting memories. We will always try to match, or beat, online prices for accommodation, activities and services, while still offering 24/7 access to a real human being, ready willing and able to assist you with all your needs.

See the Pink Iceland Expanded Listing on Purple Roofs Here

Iceland Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals

Out Destinations – Gay Travel Agent

Venice - Pixabay

Out DestinationsOut Destinations specializes in travel for the LGBT community. We are known for our high level of customer service and attention to detail, that lets us deliver incredible vacations with lasting memories.

Prior to making any reservations, we talk with you to get a full understanding of your interest, hopes, and expectations. Then we craft personalized travel plans built upon your expectations. To enhance your knowledge of the destination(s), we deliver highly detailed destination guides for most major cities and ports. We work with you throughout the entire process.

Whether you’re looking for a vacation for one or a group, we have access to all gay cruises and gay tours (including culinary, adventure, historic, cultural, and more), as well as all mainstream cruises and tours.

If you are seeking information on groups, we can put together proposals for any size group, including chartering an entire ship or tour. Plus we can work with our vendors to create customized experiences for group travel. If you’re looking to raise funds, we can create a cruise or tour that your members and friends will enjoy, while making money for your organization.

Give us a call so you can experience our customized vacation planning.

See the Out Destinations Expanded Listing on Purple Roofs Here

Kavas Yachting – Gay Friendly Greek Tour Operator

Kavas Yachting

A Getaway Drawn in Crystal Blue.

When you think about vacationing, how grand do you picture the escape? How free? How wild and thrilling? Or how serene? And what if you could have it all?

Since 1985, Greek yachtsman Vagelis Kavas and his sons put it in their minds to give these questions all the right answers. Today, with more than 50 yachts (Mono-hulls and Catamarans) in their possession, their dream is a definite reality and they truly love to see it shared in the Greek seas.

Inexpensively and with “meraki”, which in Greek means doing something wholeheartedly, they are sure to offer you your dream getaway. After all, nothing says “extra” like island-hopping around the Mediterranean, enjoying a meal mid-sea under the stars or living it up with a summer party on your own, private yacht.

Passionate about sailing and distinguished at the World and European championship, Kavas’ yachting is so much more than simply having a good time: it is about an invaluable experience at a unique part of this world where you will not find a thing more precious than its people and the fond memories that they will leave with you.

See the Kavas Yachting Expanded Listing on Purple Roofs Here

Greece Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals

New Zealand Awaits – Lesbian New Zealand Tour Operator

New Zealand Awaits - New Zealand Lesbian Tour Operator

Periodically we’ll feature one of our tour operators here to let our readers know about some great gay friendly places to stay:

New Zealand Awaits is New Zealand’s LGBT travel specialist proudly taking care of LGBT travellers to New Zealand. As the only New Zealand company offering men’s, women’s, and LGBT small group tours, you know you’ll travel in great company. We also provide private guides for your own group (of 1+), and design itineraries for travellers who want local, expert advice for their self-drive trip.

New Zealand Awaits - New Zealand Lesbian Tour OperatorAs avid global travellers ourselves, we believe that travel can be transformative if it allows for exploration, excitement, awe, and shared connections with both nature and locals. We ensure these elements by connecting you to our trusted locals who are committed to providing authentic, “Kiwi” experiences and who are eager to welcome our LGBT clients. Most of our partners are small, local owner/operators with deep community roots and share our values of sustainability, social responsibility, and exceptional service.

New Zealand is rated one of the gay-friendliest countries by Lonely Planet. Combined with stunning scenery, world class food and wine, unique Maori culture, super-friendly people, and endless activities to choose from, it’s one of the best travel destinations in the world. Let us show you our home. Come home with us!

See the New Zealand Awaits Expanded Listing on Purple Roofs Here

Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals in New Zealand