Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and contraband for cruising with charter guests and cocktails in Anguilla. This authentic and traditional sailing experience is a must do on your Anguilla itinerary. Sail in rustic luxury, while sipping Mimosas or hand-squeezed orange juice, to one of the jewels in Anguilla’s Marine Park System, the Prickly Pear Cays. Immerse yourself in the stunning reef snorkelling, a delicious Caribbean barbecue on the beach, and Pina coladas at the tiki beach bar. Enjoy the white sand beaches, explore the nesting grounds of sea birds, and hand-feed the bananaquit birds before re-boarding Tradition around 1:30 pm. It's an adventurous and exhilarating upwind sail back to Road Bay and Sandy Ground, a day made complete with rum punch, Tradition's chocolate chip cookies and fresh watermelon. Tradition hosts a maximum of 12 guests and space is limited to a maximum of 12 guests on this 6 hour sail.

Traditional Sailing Adventure to Anguilla's Prickly Pear Cays

Indulge in an authentic sailing experience on a classic Caribbean "Rum Runner" of yesteryear as Tradition sails to one of Anguilla's hidden treasures, Little Bay. 

Home to turtles, nesting pelicans, tropic birds and magnificent cliffs, Little Bay is a stunning oasis and a “must do” on your Anguilla itinerary. Dive off the side of Tradition and feast your eyes on a panorama of spectacular marine life as you snorkel through the warm, buoyant waters of the Caribbean.


Little Bay Half-Day Sail & Snorkel Adventure

This will be one of the best tours you did in your life. 4 amazing stops in 4 hours, you will get time to hang out at the main attractions and see all the highlights of the island. This tour is most popular for people who don't want to stay long at a beach. Relax and enjoy the ride as the guide takes you around the island while you sip on some free beverages or try our local rum punch while the guide gives you the island history.

St. Maarten 4 Hour Sightseeing Tour

Night kayaking is a rare and exhilarating opportunity that allows you to explore the waters in a different light. When it comes to kayaking in Anguilla, the experience becomes even more special and unique.

The island of Anguilla boasts some of the most pristine waters in the Caribbean, which makes for perfect kayaking conditions. As you paddle through the dark waters, you’ll be surrounded by the gentle glow of phosphorescence, which will illuminate your path, adding an extra layer of magic to the experience.


Night Kayaking with Liquid Glow

Our morning kayak tour is the perfect way to start your day in Anguilla. Join us as we set out from Crocus Bay and paddle through the crystal clear waters, heading towards Little Bay. Along the way, you’ll have the chance to see a variety of marine life including turtles, stingrays and hundreds of tropical fishes. As we paddle, you’ll be able to take in the natural beauty of the island, viewing caves and cactus growing on the cliff side, and observing sea birds and other wildlife.

We’ll also offer an exciting opportunity to climb a cliff using a rope and then take a dip into the crystal clear waters of Anguilla. Once we arrive at Little Bay, we’ll take a break on a secluded beach and give you the chance to snorkel around the reefs and fully immerse yourself in the crystal-clear waters.

This tour is sure to be an unforgettable experience filled with adventure, nature, and fun.

Morning Kayaking Tour to Little Bay

Discover the vibrant charm of St. Maarten on our 4-hour island tour tour! Immerse yourself in the island's beauty as you explore the pristine shores of Maho Beach while on this true tropical paradise. With a local guide by your side, you'll uncover hidden gems and gain insider insights into the island’s culture and history. Don't miss out on this unforgettable adventure!

Island Experience Of St Maarten St Martin 

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups and drop-offs, comfortable vehicles, and excellent customer service make our airport transfer service the perfect choice for your travel needs. Available 24/7.

- 24/7 customer service provides escort for your travel.
- Air conditioned vehicle provides you with a suitable temperature in your journey.
- Professional drivers will take you to your destination directly while avoiding traffic jams.
- Customized services bring you more unique experiences.

Clayton J. Lloyd Airport (AXA) Private Transfer to Anguilla

Our immaculately presented staff are the only certified chauffeurs on Anguilla, with training and certification provided by Pax Training, the gold standard in the industry.

We offer personal travel services based on your needs and your guests’ needs, including security detail, Airport/Seaport Concierge and flight monitoring for delays. The amenities offered in our fleet of late-model vehicles include complimentary Wi-Fi, Bottled Water, Magazines and Mobile Phone chargers.

The premier provider of executive chauffeured transportation on Anguilla. 

Highlights
✔️ Guided by Experienced and Top-Rated Snorkel Guides
✔️ Custom Snorkel Vessel designed for 12 snorkelers, with comfort and ease. 
✔️ Visit the Iconic Anguilla Arch & Face in the Wall 
✔️ Thrilling Jump the Rock experience at Little Bay Marine Park. 
✔️ Snorkel Vibrant reefs & see diverse marine life 

 4-hr Private Snorkel & Sightseeing Charter

Explore a shipwreck under the cover of night on this thrilling night dive. Discover nocturnal marine life, watch bioluminescent plankton glow, and experience the wreck in a whole new light — mysterious, atmospheric, and unforgettable.

Scheduled 1 Tank Night Dive 

A chance to explore the underwater world awaits with the Group 1st Time Discover Scuba Diving experience. This introductory dive at Little Bay Marine Park is designed specifically for beginners, nervous divers, and kids aged 10 and older. With a maximum depth of 20ft and personalised attention from certified instructors, you’ll receive all the necessary equipment and a thorough orientation before taking the plunge. Enjoy complimentary drinks on board and a chance to explore the vibrant marine life, making unforgettable memories in a safe and fun environment. Snorkelers are also welcome to join the adventure.

- Discover scuba diving experience perfect for beginners and kids 10+
- Guided 1-tank dive at Little Bay Marine Park (max depth 20ft)
- Small group size: max 4 divers per instructor for personalised attention
- Complimentary drinks provided during the trip

PADI Discover Scuba (Non Certified Introductory Dive)

Discover Anguilla's stunning coastline on a snorkeling and sightseeing adventure that begins at Little Bay. Dive into the vibrant underwater world, leap off famous rocks, and enjoy breathtaking views of soaring cliffs inhabited by seabirds. After snorkeling, savor a complimentary beverage while soaking in the coastal scenery. Next, unwind on the sandy shores of Sandy Island, perfect for relaxation or exploration. The trip wraps up with a visit to the iconic Anguilla Arch, an ideal spot for capturing memorable photos.

- Snorkel at Little Bay and explore vibrant marine life
- Enjoy complimentary drinks while taking in coastal views
- Relax on the pristine beaches of Sandy Island
- Conclude with a visit to the iconic Anguilla Arch for photos

3 Hour Group Snorkel Tour to Little Bay The Arch and Sandy Island

Discover the vibrant underwater world of Anguilla with Scuba Shack, the island’s only 5-Star PADI IDC Dive Resort. With over three decades of experience, we offer guided dives to more than 20 reefs and over 7 intriguing shipwrecks. Whether you’re a beginner or an experienced diver, we have dive sites for every skill level, ensuring a safe and enjoyable experience. Join fellow adventurers and explore the stunning marine life in Anguilla’s pristine waters.

Scheduled 2-Tank Dive Experience (Certified Divers Only) 

Swim over vibrant coral reefs, encounter colourful marine life, and feel the thrill of jumping off the famous rock—all under the guidance of our friendly team.
Perfect for all ages, we provide all gear, swim noodles and fascinating insights into the local ecosystem. Sip on water, soda, or an ice-cold beer as you relax between adventures.
This isn’t just a snorkel trip—it’s a fun, safe, and unforgettable way to experience the beauty of Anguilla’s marine world. Spaces are limited, so book now and create memories that will last a lifetime!

2 Hour Scheduled Group Snorkel Tour to Little Bay Marine Park

Uncover the rich history of Anguilla through an immersive salt picking experience at the historic Road Bay Pond. Participants step into the largest salt pond on the island, where they learn traditional harvesting methods that date back to the 1600s. With the guidance of knowledgeable locals, discover the significance of salt production to Anguilla’s economy and culture while collecting shimmering crystals. This seasonal activity is available from May to September, making it a unique opportunity to engage with Anguilla’s heritage. Enjoy refreshments and soak in the picturesque surroundings of Sandy Ground Village, where history and nature intertwine.

Experiences in Island Harbour, Anguilla