What Cruise Lines Go to Anguilla Top Picks for Island Hopping

Several major cruise lines, including Royal Caribbean, Celebrity Cruises, and Norwegian Cruise Line, offer stops in Anguilla, making island hopping to this pristine Caribbean destination easier than ever. These top picks feature seasonal itineraries with port calls at Road Bay or nearby St. Martin, where tender boats shuttle guests to Anguilla’s world-class beaches and vibrant culture. For a seamless tropical escape, choose a cruise that combines luxury, convenience, and access to Anguilla’s unspoiled charm.

Key Takeaways

• Celebrity Cruises offers seasonal stops in Anguilla with luxury island-hopping itineraries.
• Royal Caribbean visits Anguilla on select Eastern Caribbean sailings from San Juan.
• Norwegian Cruise Line features Anguilla on longer voyages with overnight stays.
• Small-ship lines like Windstar provide intimate, flexible access to Anguilla’s ports.
• Check itineraries carefully—Anguilla stops are often weather-dependent and infrequent.
• Book excursions early to secure premium beach and snorkeling experiences onshore.

The Allure of Anguilla: A Caribbean Gem for Cruise Travelers

When the turquoise waters of the Caribbean call, few destinations answer with the same understated elegance and natural beauty as Anguilla. This British Overseas Territory, nestled in the northern Leeward Islands, is a haven for those seeking pristine white-sand beaches, world-class dining, and a tranquil escape from the crowds. While Anguilla doesn’t have a traditional deep-water cruise port, its appeal to cruise lines and island-hopping adventurers continues to grow, thanks to its unique blend of luxury, culture, and accessibility. For travelers dreaming of sipping rum punch on Shoal Bay, snorkeling in crystal-clear coves, or exploring the island’s 33 stunning beaches, the question isn’t *if* you should visit—it’s *how*. And for many, the answer lies in a well-planned cruise itinerary.

Though Anguilla’s lack of a major cruise terminal might seem like a barrier, it actually opens the door to a more intimate, exclusive experience. Cruise lines that visit Anguilla typically do so via tender boats from larger vessels anchored offshore, allowing passengers to step directly onto the island’s shores without the congestion of a busy port city. This method preserves Anguilla’s charm while offering cruisers the chance to explore a destination often described as “the Caribbean as it used to be.” Whether you’re a seasoned cruiser or planning your first island-hopping adventure, understanding which cruise lines go to Anguilla—and how to make the most of your visit—can transform a short stop into a highlight of your Caribbean journey.

Why Anguilla Is a Cruise Line Favorite

A Destination of Exclusivity and Ease

Anguilla’s appeal to cruise lines stems from its unique position as a low-density, high-luxury destination. Unlike busier ports like St. Thomas or Nassau, Anguilla doesn’t suffer from overtourism, making it an attractive stop for premium and luxury cruise lines aiming to offer exclusive experiences. The island’s small size (just 35 square miles) means that even a half-day visit can include multiple highlights: a beach picnic at Meads Bay, a quick tour of the Old Valley, and a swim at the secluded Little Bay.

Cruise lines also appreciate Anguilla’s infrastructure compatibility. With well-organized tender operations, reliable local transport, and a welcoming tourism sector, the island can accommodate cruise passengers efficiently. The Anguilla Tourist Board actively collaborates with cruise lines to ensure smooth arrivals, including pre-arrival briefings, multilingual guides, and curated shore excursions. This level of coordination makes Anguilla a reliable and stress-free stop on multi-island itineraries.

Perfect for Island Hopping Itineraries

Anguilla is strategically located within a cluster of popular Caribbean destinations, making it a natural inclusion in island-hopping cruises. It’s often paired with St. Martin/Sint Maarten (just 1.5 miles across the channel), St. Barts, Nevis, and St. Kitts. This proximity allows cruise lines to design 7- to 10-day Eastern Caribbean routes that offer variety—from the French flair of St. Martin to the volcanic landscapes of Nevis—while including Anguilla’s serene beauty as a contrast.

For example, a typical Eastern Caribbean cruise might follow this pattern:

• Day 1: Depart from Miami or San Juan
• Day 2: St. Martin (full port access, shopping, beaches)
• Day 3: Anguilla (tender arrival, beach-focused day)
• Day 4: St. Barts (luxury boutiques, gourmet dining)
• Day 5: At sea
• Day 6: Nevis (rainforest hikes, historic sites)
• Day 7: Return to home port

This kind of itinerary leverages Anguilla’s strengths: its beaches, tranquility, and ease of access for a single-day immersion. It’s not a stop for those seeking all-day shopping or theme parks—but for travelers craving authentic Caribbean beauty, it’s a standout.

Top Cruise Lines That Go to Anguilla

1. Royal Caribbean International

Royal Caribbean is one of the largest mainstream cruise lines to include Anguilla on select Eastern Caribbean itineraries, particularly on ships homeported in San Juan, Puerto Rico. The Adventure of the Seas and Freedom of the Seas often feature Anguilla as a tender port, usually as part of a 7-night “Southern Caribbean” or “Leeward Islands” cruise.

Passengers arrive via tender boats from the ship anchored in the bay off Road Bay. The cruise line offers a range of shore excursions, including:

• Beach Escape to Meads Bay: Includes lounge chairs, towels, and a complimentary rum punch.
• Island Tour with Snorkeling: A guided bus tour covering the island’s highlights, ending at Shoal Bay for snorkeling.
• Private Catamaran Charter: A premium option for small groups, offering a half-day sail with stops at secluded beaches.

Tip: Book excursions early—popular options like the catamaran charter can sell out weeks in advance. Also, pack a waterproof bag; tender rides can be splashy!

2. Celebrity Cruises

Celebrity Cruises, known for its upscale, modern luxury experience, includes Anguilla on select 10- and 12-night Eastern Caribbean itineraries aboard ships like the Celebrity Reflection and Celebrity Beyond. These longer cruises often position Anguilla as a “hidden gem” stop, contrasting with more commercialized ports.

Celebrity’s excursions emphasize authentic experiences and cultural immersion:

• Anguilla Flavors & Beaches: A culinary tour featuring a cooking demo with a local chef, followed by a beachside lunch.
• Kayak & Snorkel Adventure: Paddle through the mangroves of the East End, then snorkel over coral reefs.
• Sunset Sailing with Champagne: A romantic option for couples, ending with a toast as the sun dips below the horizon.

One standout feature is Celebrity’s “Local Connections” program, which partners with Anguilla-based artisans and tour guides. Passengers might meet a local potter in The Valley or sample fresh coconut water from a roadside vendor—experiences that go beyond the typical beach day.

3. Norwegian Cruise Line (NCL)

NCL offers Anguilla on its Norwegian Escape and Norwegian Encore ships, typically on 7- to 9-night Eastern Caribbean routes. NCL’s “Freestyle Cruising” model means fewer set excursions and more flexibility, making Anguilla a great stop for independent travelers.

While NCL doesn’t offer as many curated excursions as Royal Caribbean or Celebrity, it provides a solid foundation:

• Shoal Bay Beach Day: Includes a shuttle to the beach, lounge chairs, and a welcome drink.
• Island Hopper Tour: A self-guided audio tour app with GPS-enabled commentary.
• Private Jeep Rental: A unique option for those who want to explore at their own pace.

Insider Tip: Skip the cruise line’s shuttle and take a local taxi (around $20–$30 for a round-trip to Shoal Bay). You’ll save time and support local drivers. Many drivers also act as informal guides, sharing stories about Anguilla’s history and culture.

4. Oceania Cruises

For travelers seeking a more refined, small-ship experience, Oceania Cruises is a top choice. Its 684-passenger Insignia and Regatta ships visit Anguilla on 10- to 14-night “Caribbean Elegance” itineraries. These cruises emphasize destination immersion, with longer stays (often 8–10 hours) and a focus on cultural and culinary experiences.

Oceania’s excursions in Anguilla include:

• Anguilla’s Gourmet Journey: A visit to a local farm, followed by a private lunch at a seaside villa.
• Historic Valley & Art Walk: Explore colonial architecture and meet local artists in galleries.
• Private Beach Club Access: Reserved loungers at a luxury beach club like Blanchard’s Beach Shack.

What sets Oceania apart is its small group sizes—excursions are capped at 12–16 passengers, ensuring a personalized experience. The line also offers a “Go Local” program, where passengers can dine at a recommended local restaurant (like Da’Vida or Hibernia) and receive a credit toward their cruise bill.

5. Regent Seven Seas Cruises

Regent Seven Seas Cruises takes luxury to another level, with all-inclusive fares that cover excursions, gratuities, and even premium beverages. Anguilla appears on select 12- to 16-night Eastern Caribbean voyages aboard the Seven Seas Voyager and Seven Seas Mariner.

Regent’s Anguilla excursions are designed for discerning travelers:

• Private Yacht Charter: A full-day sail with a captain and chef, including snorkeling, beach stops, and a gourmet lunch.
• Anguilla’s Hidden Coves & Caves: A guided kayak and snorkel tour to lesser-known spots like Sandy Island.
• VIP Beach Experience: Reserved cabanas, butler service, and a curated beach picnic.

The line also offers a “Concierge Excursion” program, where passengers can design a custom half-day itinerary with a local concierge. Want to visit a rum distillery, a private art collection, and a secluded beach? Regent makes it happen.

How to Maximize Your Anguilla Cruise Stop

Plan Your Arrival and Departure

Since Anguilla is a tender port, timing is everything. Ships usually arrive at 8:00–9:00 AM and depart by 4:00–5:00 PM. This gives you roughly 7–8 hours on the island. To make the most of your time:

• Be first off the tender: Lines for tenders can be long. Head to the tender deck early (around 7:30 AM).
• Pre-book excursions or transport: If you’re not on a cruise line tour, arrange a taxi or rental car in advance. Many drivers meet passengers at the tender drop-off point.
• Know your return time: Tenders run on a strict schedule. Missing the last one means a costly private boat ride back to the ship!

Choose the Right Beach for Your Style

Anguilla’s beaches vary widely in vibe and accessibility. Here’s a quick guide:

• Shoal Bay East: Lively, with beach bars (like Elvis’ Beach Bar) and water sports. Great for families and social travelers.
• Meads Bay: Upscale, with luxury resorts and calm waters. Ideal for relaxation and swimming.
• Little Bay: Secluded, accessible only by boat or a short hike. Perfect for snorkeling and solitude.
• Maundays Bay: A crescent-shaped beach with soft sand and gentle waves. Often used for weddings and private events.

Tip: If you’re not on a beach-focused excursion, consider a “beach crawl” with a taxi driver. Many will take you to 2–3 beaches for a flat fee (e.g., $60–$80 for 3 hours).

Explore Beyond the Beach

While beaches are Anguilla’s claim to fame, the island offers much more:

• Historic Sites: Visit the Old Valley, home to Anguilla’s oldest buildings, or the ruins of the Crocus Bay Sugar Plantation.
• Art & Culture: Check out the Anguilla Arts & Crafts Market or the Anguilla Heritage Collection in The Valley.
• Food & Drink: Sample local specialties like grilled snapper, johnnycakes, and rum punch. Don’t miss Hibernia Restaurant for fine dining or Johnno’s Beach Stop for casual eats.

For a unique experience, take a short ferry ride (10 minutes) to Sandy Island, a tiny islet with a beach bar and excellent snorkeling. Ferries depart from Sandy Ground and cost around $15 round-trip.

Anguilla Cruise Itineraries: What to Expect

Typical Itinerary Patterns

Anguilla is almost always a single-day stop in Eastern Caribbean cruises. Here’s how cruise lines typically structure visits:

• Arrival: 8:00–9:00 AM (tender boats begin shuttling passengers).
• Onshore Time: 7–8 hours (varies by cruise line).
• Activities: Beach time, snorkeling, cultural tours, or independent exploration.
• Departure: 4:00–5:00 PM (last tender returns to the ship).

Some luxury lines (like Regent and Oceania) may offer longer stays or evening departures, allowing for sunset activities.

Seasonal Considerations

Anguilla’s cruise season runs from December to April, aligning with the peak Caribbean winter travel period. During these months, you’ll find the most cruise line options and the best weather (average highs of 82°F, low humidity). However:

• December–February: Highest demand; book excursions early.
• March–April: Slightly fewer crowds; ideal for families and spring breakers.
• May–November: Limited cruise stops due to hurricane risk. Some repositioning cruises may include Anguilla, but schedules are less predictable.

Pro Tip: If you’re flexible, consider booking a “repositioning cruise” that moves from the Caribbean to Europe or vice versa. These often include Anguilla as a unique stop.

Data Table: Cruise Lines That Visit Anguilla (2024–2025)

Cruise Line	Ship(s) That Visit	Typical Itinerary Length	Best For	Excursion Highlights
Royal Caribbean	Adventure of the Seas, Freedom of the Seas	7–9 nights	Families, first-time cruisers	Beach escape, island tour, catamaran charter
Celebrity Cruises	Celebrity Reflection, Celebrity Beyond	10–12 nights	Upscale travelers, couples	Flavors & beaches, kayak adventure, sunset sail
NCL	Norwegian Escape, Norwegian Encore	7–9 nights	Independent travelers, budget-conscious	Shoal Bay day, self-guided tour, jeep rental
Oceania Cruises	Insignia, Regatta	10–14 nights	Foodies, culture seekers	Gourmet journey, art walk, private beach club
Regent Seven Seas	Seven Seas Voyager, Seven Seas Mariner	12–16 nights	Luxury travelers, all-inclusive fans	Private yacht, hidden coves, VIP beach

Conclusion: Anguilla Awaits—Your Perfect Island Hopping Stop

Anguilla may not have a flashy cruise terminal, but its absence of mass tourism is precisely what makes it so special. For cruise travelers, this island offers a rare blend of natural beauty, cultural authenticity, and understated luxury—all accessible in a single, unforgettable day. Whether you’re lounging on Shoal Bay with a rum punch in hand, kayaking through mangrove forests with Celebrity Cruises, or enjoying a private yacht charter with Regent, Anguilla delivers experiences that linger long after you return to your ship.

From the mainstream options of Royal Caribbean and NCL to the refined elegance of Oceania and Regent, there’s a cruise line and itinerary to match every traveler’s style. The key is to plan ahead: book excursions early, choose the right beach for your preferences, and embrace the island’s unhurried pace. And remember—Anguilla isn’t just a stop on your cruise; it’s a destination that invites you to slow down, breathe deeply, and savor the simple pleasures of Caribbean life.

So, the next time you’re browsing cruise itineraries, look for that tiny island with the big reputation. Anguilla might not be the first name on the list, but for those who seek the extraordinary in the ordinary, it’s a choice you won’t regret. After all, as the locals say, “Anguilla is not just a place—it’s a feeling.” And once you’ve felt it, you’ll be planning your return before the tender even pulls away.

Frequently Asked Questions

What cruise lines go to Anguilla for a short island-hopping trip?

Several major cruise lines, including Royal Caribbean, Celebrity Cruises, and Norwegian Cruise Line, visit Anguilla as part of their Eastern Caribbean itineraries. These cruises often include stops at nearby islands like St. Maarten, making them ideal for island hopping.

Does Carnival Cruise Line go to Anguilla?

While Carnival Cruise Line doesn’t regularly include Anguilla on standard itineraries, select Carnival ships may offer it as a port of call on longer or repositioning cruises. Check specific sailings for the most accurate details.

Are luxury cruise lines that go to Anguilla worth the splurge?

Luxury lines like Seabourn and Silversea frequently include Anguilla in their upscale Caribbean routes, offering private beach experiences and personalized excursions. These cruises are ideal for travelers seeking a high-end, intimate island experience.

What cruise lines go to Anguilla with family-friendly amenities?

Royal Caribbean and Disney Cruise Line feature family-friendly stops in Anguilla, often bundling kid-approved activities and water sports. Their Eastern Caribbean cruises typically pair Anguilla with other child-friendly destinations like St. Thomas.

Which smaller cruise ships visit Anguilla for a more exclusive experience?

Smaller ships from Windstar Cruises and Star Clippers sail to Anguilla, offering a boutique vibe and access to less crowded anchorages. These lines focus on immersive experiences with fewer passengers.

Do any cruise lines offer overnight stays in Anguilla?

Most mainstream cruise lines spend a single day in Anguilla, but luxury and expedition lines like Regent Seven Seas Cruises occasionally include overnight stays. This allows for evening exploration and deeper cultural engagement.