Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
Active
6h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Instant confirmation
Mobile or paper ticket accepted
About this experience
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.
Available options
Full Day Lobster Lunch
Lobster Lunch, Open Bar<br/>Beach Chairs and Umbrellas,
What's included
Local guide
GST (Goods and Services Tax)
Unlimited drinks (open bar)
Lunch
Authentic Sailing on a Historic Caribbean Sailing Vessel
Use of snorkel equipment & swim aids
Detailed itinerary
1
Step onboard the last surviving Caribbean sloop of her kind and indulge in an authentic and unforgettable sailing experience. Join Tradition for a magnificent sail to a tropical paradise where a beachcomber's paradise awaits. It's a day of indulgence that begins the moment your feet touch the deck and only ends when we wave you goodbye. Once you're served Morning Mimosas or freshly squeezed orange juice, the Captain will conduct a short safety briefing and some history of Tradition's life as a Caribbean sail-trader and rum smuggler. Help us raise the sails or simply relax and watch for turtles, flying fish, dolphins and during their migration, even whales. We'll also throw out a fishing line and see if it's our lucky day.
We'll depart Prickly Pear by 2 to begin our sail back. We'll keep you refreshed with rum punch, chilled wine, or beer and make sure your sweet tooth is satisfied with Tradition's signature homemade chocolate chip cookies and freshly sliced watermelon.
2
Stop 2
Snorkel the Prickly Pear reef. Swim and float along the shore. Search for shells along the beach. Sip on a refreshing rum punch on your complimentary beach chair. Dine on a delicious Caribbean lobster lunch.
Lobster Lunch, Beverages, Beach Chairs are all included in the excursion.
What's not included
Gratuities
Hotel pickup and drop-off
Available languages
Guide guide
EN
Reviews breakdown
Viator
5.0
4 reviews
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Tripadvisor
5.0
82 reviews
5★
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Important information
Suitable for all physical fitness levels
Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers (6) to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
Please advise any specific dietary requirements at time of booking
Not recommended for travelers with serious shellfish or nut allergies
Meeting point
Departure Point: Sandy Ground Dinghy Dock
We will pick you up at the Sandy Ground Dinghy Dock at the time of your departure.
Dates: See Availability
About Anguilla
Anguilla is a serene and picturesque Caribbean island known for its pristine beaches, crystal-clear waters, and luxurious resorts. It offers a perfect blend of relaxation and adventure, making it a haven for travelers seeking both tranquility and excitement.
Top Attractions
Shoal Bay
Shoal Bay is one of the most famous beaches in Anguilla, known for its powdery white sand and turquoise waters. It's perfect for swimming, snorkeling, and sunbathing.
Beach
Half day to full day
Free
The Valley
The Valley is the capital of Anguilla and home to historic sites, local shops, and restaurants. It offers a glimpse into the island's culture and history.
Historical
Half day
Free to explore
Little Bay
Little Bay is a secluded and picturesque bay with stunning views and excellent snorkeling opportunities. It's a great spot for a quiet and relaxing day.
Nature
Half day
Free
Must-Try Local Dishes
Lobster
Freshly caught lobster grilled or served in various dishes, a local delicacy.
Main Course
Contains shellfish
Rice and Peas
A traditional dish made with rice, kidney beans, and coconut milk.
Side Dish
Vegetarian
Conch Fritters
Fried fritters made with conch meat, a popular local snack.
Appetizer
Contains shellfish
Popular Activities
Snorkeling
Diving
Hiking
Beach lounging
Spa treatments
Sunset cruises
Visiting historic sites
Local markets
Best Time to Visit
December to April
This is the best time to visit Anguilla, with pleasant weather, low humidity, and minimal rainfall. It's ideal for beach activities and outdoor adventures.
24-30°C
75-86°F
Practical Information
Language
- Official: English
- Widely spoken: Creole
- English: Widely spoken
Currency
Eastern Caribbean Dollar (XCD)
Time Zone
AST (GMT-4)
Electricity
110VV, 60HzHz
Safety Information
Overall Safety Rating: Generally safe
Anguilla is generally safe with low crime rates. However, standard precautions should be taken to ensure a safe trip.
Important Precautions:
- • Keep valuables secure
- • Avoid walking alone at night
- • Be cautious of scams
Getting there
By air
- Wallblake Airport • 2 km from The Valley
By bus
The Valley
Getting around
Public transport
Buses are affordable but may not run on a strict schedule. They are a good option for budget travelers.
Taxis
Available • Apps:
Rentals
Car, Bike, Scooter
Neighborhoods
The Valley
Sandy Ground
West End
Day trips
St. Maarten
10 km • Half day to full day
St. Maarten offers a mix of Dutch and French influences, with a vibrant culture, historic sites, and beautiful beaches.
Scrub Island
5 km • Full day
Scrub Island is a small, uninhabited island offering excellent snorkeling, diving, and a secluded beach.
Festivals
Anguilla Summer Festival • August
Anguilla Day • May 30
Pro tips
- Rent a car for flexibility and convenience
- Visit local markets for authentic souvenirs and experiences
- Try local seafood dishes for a taste of Anguilla's culinary culture
- Explore the island's beaches and bays for a mix of relaxation and adventure
- Respect local customs and traditions to ensure a positive cultural exchange
From $25
per person
Price varies by option
Secure booking
Free cancellation available
Instant confirmation
