St Maarten

15 Best Anguilla Day Trips

I keep this list for the day trips that turn Anguilla into an easy add-on to a St Maarten stay. The crossing from Marigot takes about 25 minutes, and charter boats often push on to Prickly Pear or Shoal Bay East, two of the whitest beaches in the Caribbean. Bring your passport; Anguilla is a separate British territory with its own immigration.

1.Anguilla Getaway Cruise

Join us on the Anguilla Getaway Cruise for a journey filled with excitement and discovery, where every moment is a treasure waiting to be uncovered - but what lies beyond the horizon?

Most Popular★ 5.0

“bring sun protector plastics bag for your stuff towel's more than one and do your breakfast before go so you cam drink”

Check Availability →Read my full review →

2.Discover Pinel Island: Kayak Adventure for Couples & Families

Yearning for an extraordinary escape? Join us on a Kayak Adventure to uncover the hidden wonders of Pinel Island, where enchantment awaits around every corner.

★ 5.0

“This was a wonderful adventure for my husband and myself. We battled the wind and waves to get out to Pinel Island. The hard work was worth a priceless day on any amazing beach, great snorkeling, and delicious food! The owner was very courteous and…”

Check Availability →Read my full review →

5.Simpson Bay Full-Day Anguilla and Prickly Pear Boat Tour – St Maarten

Need a dose of adventure and exploration? Join the Simpson Bay Full-Day Anguilla and Prickly Pear Boat Tour 2024 in St Maarten and discover the breathtaking wonders that await you.

★ 5.0

“It was a great day. We visited beautiful beaches. The crew was awesome and very helpful. The lunch was very delicious.”

Check Availability →Read my full review →

6.Anguilla – Discovery Speed Boat Tour

Prepare to be amazed as you plunge into the crystal-clear waters and uncover the mysteries that lie beneath on the Anguilla - Discovery Speed Boat Tour.

★ 5.0

“This is second time we have done this. Sammy and Jae were the best! We would do this every time we come to st. Marteen hands down! You will definitely have the time of your life! My family had the best time!!! Thanks Sammy until…”

Check Availability →Read my full review →

7.Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS

Embark on a thrilling Speed Boat & Snorkeling Tour to Pinel & Tintamarre Islands, where hidden underwater wonders and unforgettable beachside lunch await cruise ship guests.

★ 5.0

“This excursion had everything!! We saw dolphins, rays and many fish. The ride was much fun and lunch was delicious!!”

Check Availability →Read my full review →

8.Anguilla In Style

Experience a luxurious day exploring Anguilla’s best beaches and hidden gems by speedboat, with expert guides, delicious food, and snorkel fun.

★ 5.0

“Alex and Elias were friendly and warm as tour guides. Only thing that I would have like is more details in the locations. I asked about each stop and they were more than willing to give me all details on places visited. I went as…”

Check Availability →Read my full review →

9.All-Inclusive Local Guided Pinel Island Tour

Discover the beauty of Pinel Island with this all-inclusive guided tour featuring snorkeling, hiking, wildlife encounters, and a Caribbean feast—perfect for a memorable day.

★ 5.0

“You will check in before boarding the ferry, arriving to Pinel island you have the opportunity's; Hiking, swimming, sunbathing, bathrooms, food, drinks, photography, relaxation. The ferry will transport you back as well, overall experience was well worth it!”

Check Availability →Read my full review →

10.Private Full-Day Cruise of St. Martin and Anguilla

Experience a private full-day cruise around St. Martin and Anguilla with customizable stops, snorkeling, and an open bar—perfect for a relaxing island adventure.

★ 5.0

“Elliot was engaging and accommodating. We enjoyed the day on his boat that is not actually made of paper, chatting with him and having lunch on the island. Snorkeling was awesome with fish and turtles. Also the beach hopping made for a perfect day. We…”

Check Availability →Read my full review →

11.Private Speed Boat Charter to Anguilla

Take a thrilling ride through the Caribbean waters on a private speed boat charter to Anguilla and uncover the secrets that await.

★ 5.0

“Sam was an awesome guide. He offered to take us anywhere we wished in the area but we deferred to him and he had a great itinerary in mind. We hit all the nice spots on the island, had a reserved table on Pinel for…”

Check Availability →Read my full review →

12.Full-Day Private Charter to Anguilla

Embark on an extraordinary journey to the Caribbean paradise of Anguilla and discover the hidden wonders that await, starting with a full-day private charter.

★ 5.0

“Junior and coco made this experience exceptionally fun and safe. The expertise they give to the customers was great. I was able to overcome some fears I had. Thank you for a great experience.”

Check Availability →Read my full review →

13.Mambo Sail Catamaran to Rendezvous Bay Anguilla

Prepare for a luxurious adventure onboard the Mambo Sail Catamaran to Rendezvous Bay Anguilla, where a private chef awaits with a gourmet lunch like no other.

★ 4.5

“The service was great, and the crew always made sure they had drinks in your hand, whether it be rum punch, wine, beer, soda or fruit punch. We were told from the beginning that the ride to Anguilla would be choppy (as is expected sinRead…”

Check Availability →Read my full review →

14.Yacht YES DARLING – Private Boat St Martin, St Barth & Anguilla

Experience a luxurious private yacht tour through Saint Martin, Saint Barthélemy, and Anguilla with stunning coves, gourmet food, and personalized service.

★ 5.0

“We had a mother/daughter trip with a group of almost 20, and the Yes Darling Crew made our experience so wonderful! We had great drink service, and we enjoyed all of the destinations during our boat trip., We are all thankful for the gorgeous, fun-filled…”

Check Availability →Read my full review →