Outings & Adventures: Announcing the Inaugural Voyages on the all new ship Vela. Come sail our all gay Caribbean windjammer, experience cruising in an all new way. O&A 6 night windjammer cruises are intimate with up to 26 gay men exploring the islands of the Caribbean with a highly experienced crew of 12 eager to serve.

Wake each morning to a different island, port or hidden cove and embark on a new adventure. Your vacation is totally customizable; relax on deck with book enjoying the ocean breeze and signature cocktail, jump off ship grab, your noodle and play as if the ocean were your private turquoise swimming pool, go snorkeling, sightseeing, explore century old forts, hike, and so much more.


  • Sightseeing
  • Snorkeling
  • Hiking
  • Nightly happy hour and appetizers
  • Themed socials
  • Inaugural Voyage

Sailing October 2nd-8th, 2016
Embark: St. George's Grenada, late afternoon
Disembark: St. George's Grenada, by 10am*
Cabin Cabin Type Occupancy Configuration Per Person Priced From Guarantee Share Program
#1 Cadet Single Single Upper SOLD -
#2 Cadet Single Single Upper SOLD -
#3 Standard Double Full Lower & Single Upper SOLD -
#4 Standard Double Full Lower & Single Upper SOLD -
#5 Deluxe Double Queen Lower & Single Upper SOLD -
#6 Deluxe Double Queen Lower & Single Upper SOLD -
#7 Owner's Suite Double King Bed SOLD -
#9 Junior Suite Topsail Class Cabin Double Queen Bed SOLD -
#11 Deluxe Double Queen Lower & Single Upper SOLD -
#12 Deluxe Double Queen Lower & Single Upper SOLD -
#14 Deluxe Double Queen Lower & Single Upper SOLD -
#15 Deluxe Double Queen Lower & Single Upper SOLD -
#16 Compass Class Double Queen Bed SOLD -
#17 Compass Class Double Queen Bed SOLD -

Embark: Early afternoon St. George’s Grenada
Disembark: No later than 10AM St. George’s Grenada, able to catch morning flights as early as 7:40AM
*prices are subject to change



Luxurious Owner’s Suite
Sold Out
One of a kind sailing accommodations, spacious, boasts a true king size bed, beverage refrigerator, and large bathroom. There are portholes in both the cabin and the bathroom, Cabin #7

Junior Suite Topsail Class Cabin
Sold Out 
Only one on ship, a mini-suite, like the Owner’s Suite a one of a kind, featuring a queen size bed and luxury bathroom, Cabin #9

Compass Class Cabins
Sold Out
Two to choose from, located in the desirable aft section of the ship, these spacious cabins feature a queen size bed (no upper bunk) and an ensuite bathroom with shower, Cabins #16 and #17

Deluxe Cabins
Sold Out
Choose from six, roomier double occupancy cabins with queen windjammer beds, single upper berths and ensuite bathroom with shower, Cabins #5, #6, #11, #12, #14 and #15

Standard Cabins
Sold Out
Setting the standard, double lower and single upper berths, and private bathroom with separate shower stall, Cabins #3 and #4

Solo Cadet Cabins
Sold Out
Small well-thought-out solo cabins with a single upper, and a compact “all in one” bathroom (the shower is located in a single compartment which also includes the toilet and a small sink), Cabins #1 and #2

Prices are per person. All cabins are double occupancy with the exception of the Solo Cadet Cabins. Every cabin is air-conditioned and features portholes, 110 v outlets, blow dryers, and shampoo/soap dispensers in the showers.

For most current up to date availability please an adventure consultant at 727.776.5213

Sunday, October 2nd, St. George’s, Grenada, early afternoon
Saturday, October 8th, St. George’s, Grenada, morning, no later than 10AM

Also sailing on October 9th through 15th



Tall Ship Windjammer
Her name means sail. One look, and you’ll be taken back to a time when tall ships ruled the waves. Everything about Vela will light your imagination, and inspire a sense of wanderlust. Newly refitted, Vela’s snug cabins all feature portholes and private bathrooms. Her teak decks are spacious and inviting, with plenty of room to spread out.
Sail Vela, and experience the kind of adventure that fulfills your pirate soul, in 21st century comfort!
All cabins are double occupancy with the exception of the Solo Cadet Cabins.
Every cabin is air-conditioned and features portholes, 110 v outlets, blow dryers, and shampoo/soap dispensers in the showers.

Ship Specifications
• Length: 156 feet
• Beam: 30 feet
• Draft: 14 feet
• Crew: 12
• Guest Capacity: 26
• Built: 1988
• Refurbished: 2016



Banter and bargain for fresh nutmeg with the friendly spice ladies in the colorful and vibrant spice market in the capital city of St. George’s. Shop for souvenirs and jewelry in the waterfront boutiques, and wet your whistle with a cold rum punch at a local watering hole. Days are filled with picturesque harbors, white sand beaches and lush rainforests. Come see for yourself, and let Grenada add spice to your life.

May be known for its boat building and seafaring heritage, but it’s the seafood pizza at Mac’s that shipmates can’t seem to forget. Be sure to visit the Old Hegg Turtle Sanctuary, but save some time for shopping at tiny boutiques filled with local art, scrimshaw and model boats. A sail, kayak or dive excursion from the white beaches of Bequia completes your visit.

Take a step back in time to the real Caribbean. Known for their boat building and seafaring skills, Carriacou locals can trace their ancestry to Africa and Scotland. Explore the old cemetery, and find centuries-old markers. Feast on fresh-caught lobster in season, or grab a snorkel and take a short swim to the coral reefs, which teem with colorful marine life.

Take a hike through the village to the other side of Mayreau for a refreshing swim in gleaming Saltwhistle Bay, arguably the most beautiful bay in the Caribbean. Be sure to stop at the crest of the hill by the church for a majestic view of Tobago Cays, Canouan and Union Island. The highlight of any visit to Mayreau is the Cultural Walk, a progressive tour of local watering holes that offers an “intoxicating” taste of the local nightlife.

Tobago Cays
Why settle for one perfect uninhabited islet when you can have many? Tobago Cays are what tropical dreams are made of: stretches of unspoiled beaches, water as clear as glass, and “t-shirt trees” that beg you to bring unique home colorful souvenirs. You’ll be counting the days until you can return!

Union Island
Volcanic Union Island, the southernmost island of St Vincent and the Grenadines, is sometimes called the Tahiti of the West Indies. Laze away the day on Chatham Bay, said to be the most beautiful beach in the Grenadines. Find your smile on tiny Happy Island, built from conch shells. Happy Island’s bar is a popular spot for cold ones and “limin’” – island speak for hanging out.

St. Lucia
St. Lucia is romantic, a little wild and very seductive. Imagine an afternoon swim in the shadow of the majestic Pitons, or a drive to the top off a volcano, to watch it bubble and steam. Zip-line through the tree tops of the lush rainforest, mountain bike, sail, golf and dive. Eco-adventurers will have a thrill a minute; everyone else will just be thrilled!
*ports of call are at the discretion of the captain, all information expressed is done so at the best of our knowledge and may change due unforeseen reasons.



Customize It!
Lots of great options: sightseeing  •  walking tours • kayaking • hammock napping • shopping • exploring unique villages • stand up paddling • curling up with a book • tubing • discovering quirky beach bars • a day at the spa • zip line   • soak in natural hot spring • snorkeling • swinging from the mast of the ship in the crystal blue waters • floating on a raft or noodle tethered to the ship (a guest favorite) • activities vary by island and are subject to change

Exceptional Cuisine
A hearty breakfast in the morning, afternoon lunches to keep you fueled and nightly appetizers all set the stage for a sumptuous dinner! Influenced by the varying regions of the Caribbean, the chef will intricately prepare and present 3 and 4 course gourmet dinners each night.

Do Everything or Nothing At All
Imagine waking up each day to a different island, and the promise of a new adventure! The options are endless or do nothing at all. Life aboard is as casual and easy as an island sarong. Curl up on deck with a good book, or help the crew raise the sails. Lean on the rail, watch dolphins ride the ship’s wake, and count the enchanted islets dotting the horizon.

At Night
Each evening is welcomed with a Happy Hour and snacks. Enjoy a signature cocktail, complimentary beverages, beer and wine with dinner. Also, bring onboard your favorite spirits, mixers provided. Nightly socializing takes place on deck and in the salon, perhaps it’s a Game Night, Mixer, Group Beauty Night with mud masks, Glow Night or just enjoying sailing under the stars. At certain ports you may have the option to dinghy into town. Depending on weather, we may have a BBQ dinner on the beach!

Let’s making planning your Caribbean windjammer vacation as easy as an island breeze! Use the links below for simple to navigation information.
• Planning Guide
• Host Hotel Information
• Sailing Guide
• Cruise Reviews

• Terms and Conditions
• Reservation Form



Posted in Been There Loved It, Caribbean, Food & Wine, Hiking, Kayaking, O&A 2016 Windjammer Cruises, O&A Hosted, Sightseeing and Small Ship Cruises

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Write a review

2 Reviews

  1. site_admin10 Dec
    site_admin (Listing owner)

    The best way to cruise the Caribbean!

  2. site_admin10 Dec
    site_admin (Listing owner)

    Small ship cruises are SO much fun!