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Caribbean Catamaran Cruise: Sailing, Snorkeling & Sightseeing in Prickly Pear and Anguilla
4.7
517 Ratings
Philipsburg
Embark on an 8-hour catamaran cruise from St Maarten to the beautiful Caribbean islands of Prickly Pear and Anguilla. Snorkel, sightsee, and enjoy a delicious island-style BBQ lunch on board. Don’t miss the stunning sunset views on your return journey!
Embark on an 8-hour catamaran cruise from St Maarten to the beautiful Caribbean islands of Prickly Pear and Anguilla. Snorkel, sightsee, and enjoy a delicious island-style BBQ lunch on board. Don’t miss the stunning sunset views on your return journey!
Duration:
8 hours
Cancellation:
24 hours
Highlights
-
Bobby’s Marina - Our Starting Point.
Check in at 8:15 am at our office, and remember to bring your Passport and Port Fees. Prepare for a day filled with sunshine and enjoyment. - Divi Little Bay Beach Resort - Sailing past one of our Sint Maarten snorkeling locations.
- Simpson Bay - Upon arrival, take in the sight of the Mega Yachts at…
-
Bobby’s Marina - Our Starting Point.
Check in at 8:15 am at our office, and remember to bring your Passport and Port Fees. Prepare for a day filled with sunshine and enjoyment. - Divi Little Bay Beach Resort - Sailing past one of our Sint Maarten snorkeling locations.
- Simpson Bay - Upon arrival, take in the sight of the Mega Yachts at anchor. At the Simpson Bay Bridge, near the police station, we will handle Immigration for you.
- Mullet Bay - Sailing past on our journey to Prickly Pear.
- Lowlands - Sailing past on our journey to Prickly Pear.
- Anguilla - After a 30-minute channel crossing, we reach the small rocks near Anguilla called Anguilita. Snacks and sandwiches will be served onboard as we prepare to arrive at Prickly Pear.
- Prickly Pear Cays - Located 6 miles north of Road Bay, Prickly Pear is an uninhabited island renowned for its rocky coral reefs, white sand, and turquoise waters, ideal for snorkeling. Bird watching and hiking are also great options. After snorkeling, enjoy delicious snacks and choose from Happy Rhum Punch or Cold Beers at our open bar.
- Meads Bay - A 20-minute sail from Prickly Pear brings us to Meads Bay, one of Anguilla’s most stunning beaches. With white powdery sand and endless turquoise waters, it’s the perfect setting for your onboard lunch. Enjoy ample time for swimming, relaxing, sunbathing, or simply unwinding in the water.
- Baie Longue - Sailing along Anguilla’s shoreline, we cross the channel back to Sint Maarten, passing Baie Longue as the sun sets.
- Maho - As we pass the airport beach, we might be fortunate enough to witness a plane landing and capture some memorable photos.
- Simpson Bay - It’s time to return to land and disembark after a wonderful day. Before we do, our captain will offer a glass of champagne to toast to a beautiful day.
- Bobby’s Marina - And we are back home. Goodbye!
What's Included
- Unlimited drinks including HAPPY Rhum Punch, Cold Beers, Vodka, Gin Tonic, sodas, and Juices
- Morning Snacks with Mini baguettes sandwiches (Ham & Cheese, lettuce, tomatoes) and Tuna salad
- French Champagne at sunset
- Lunch included
- Snorkel equipment and instruction, snorkeling vest, and noodles
- Dingy service to the beach and for following snorkelers
- Unlimited drinks including HAPPY Rhum Punch, Cold Beers, Vodka, Gin Tonic, sodas, and Juices
- Morning Snacks with Mini baguettes sandwiches (Ham & Cheese, lettuce, tomatoes) and Tuna salad
- French Champagne at sunset
- Lunch included
- Snorkel equipment and instruction, snorkeling vest, and noodles
- Dingy service to the beach and for following snorkelers
What's Not Included
- Government fees
- Gratuities
- Private transportation
- Government fees
- Gratuities
- Private transportation
Additional Information
Embark on an exciting 8-hour journey from St Maarten to the Caribbean islands of Prickly Pear or Little Bay and Anguilla, featuring sailing, snorkeling, and sightseeing. Departing from Bobby’s Marina, sail by catamaran to the Prickly Pear Cays or Little Bay and Anguilla, where you can swim and snorkel in the pristine Caribbean waters. Relish snacks and…
Embark on an exciting 8-hour journey from St Maarten to the Caribbean islands of Prickly Pear or Little Bay and Anguilla, featuring sailing, snorkeling, and sightseeing. Departing from Bobby’s Marina, sail by catamaran to the Prickly Pear Cays or Little Bay and Anguilla, where you can swim and snorkel in the pristine Caribbean waters. Relish snacks and unlimited beverages on board, and indulge in a delicious island-style BBQ lunch. Enjoy Champagne and admire stunning sunset views as you cruise back to St Maarten.
* NOTE: Alternate destinations may be selected based on weather conditions.
* NOTE: Please be aware that two boats may be utilized for the excursion.
- to facilitate immigration process please let us have for each participant: Full name - Date of Birth - Place of birth, nationality, Passport N0
- You MUST Bring your PASSPORT the day of your tour. Passport cards, copies or phone pictures are not accepted by the immigration authorities
- For safety reason, there is a weight restriction of 125 kg (275 lbs)
- Please don’t forget to fill up your passport details when you book
- * NOTE: Alternate stops may be chosen according to weather conditions.
- Not recommended for cruise ship passengers
Location
Bobby's Marina
Juancho Yrausquin Boulevard
Check in is at 8:15 am at Bobby's Marina.
Our office is located next to the gazebo.
Please bring your passport and Port Fee.
Parking is available at $2 an hour.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.7
(517 Ratings)
5 stars
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1 star
Shakenia
May 20, 2026
Welcoming & fun! - Selena, Lessandro, and Captain Keron were amazing! I would book again and recommend everyone coming to st Maarten to book with them!
Review provided by Tripadvisor
Jordan_b
May 16, 2026
Fritz, mario and selena... - Fritz, mario and selena were the best tour guides! They took care of us with great hospitality and knowledge about the islands. 100 percent would recommend
Review provided by Viator
Susan
May 11, 2026
Beautiful Sailing Trip - We had a great time on this tour with Cpt. Quiron, Samir and Selena! They were fun, engaging and made sure we were well cared for. The snacks, lunch and beverages were delicious and plentiful. This particular tour had only one snorkel spot (Prickly Pear) and of course, the beautiful beach on Anguilla. Make sure you understand this is a sailing excursion…there were some guests who thought it included touring land on Anguilla. If you want more snorkeling, pick the eco-tour. We’ve sailed on several excursions with Eagle (Phoenix and Quality Time) and have never been disappointed.
Review provided by Tripadvisor
Larrysw6712oz
May 10, 2026
Prickly Pear - Went out on Quality Time and had a great day. The crew of Capt Kiron, Samir and Selina weee terrific. They kept the food and drinks going and took care of anything we needed. Would absolutely do this trip again with this crew. Highly recommended.
Review provided by Tripadvisor
Malayna_r
May 8, 2026
Anguilla sail on Quality time - Had a fantastic time today! Captain Mario, first mate Sarim and Selina were wonderful! Great food, continuous drinks, good snorkeling, beautiful blue water! They even helped take pictures/videos. Such a perfect day
Review provided by Viator
Davegx7561vg
Apr 25, 2026
Fabulous - The adventure was great. The captain JB was great and funny. Tamara was making sure you were always satisfied. Edrick was also very helpful. The ride was fairly smooth and my spouse usually gets sick on boat rides and this time she didn’t. The snorkeling was very good and the swim at the other beach was fantastic. Highly recommend anyone to take this tour and hopefully you get the same crew
Review provided by Tripadvisor
Marilynky6757ez
Apr 23, 2026
An Adventure to Experience!! - This outing was the highlight of my vacation!! The CREW we had made it the best experience ever. Not only did they work hard every single minute, they worked together as a cohesive team, they were extremely knowledgeable, and they paid particular attention to all the guests and their needs, and at the same time they were Fun and Funny to be around! Who wouldn’t enjoy themselves?? I’ll be back, for sure, for sure….
Kudos too to the Chefs who prepared all the delicious food and drinks we enjoyed all day long. My one suggestion might be to offer some type of Whiskey in the Full Bar!
Giving this Review only 5-Stars is not enough, in my opinion. If I could, I’d rate it even higher….
Review provided by Tripadvisor
Christine
Apr 23, 2026
Great boat day! - We had a great day on the boat! We booked it with Cynthia at Royal Iskander and she scheduled 6 in our group for a great day! The crew was so helpful and friendly. My daughter and son in law loved the snorkeling. Some of us stayed on the boat. Plenty of shade on the boat if you want shade. Food was great. Thanks again for a perfect day!
Review provided by Tripadvisor
Dream29245382803
Apr 20, 2026
Amazing tour - Eagle Tour was an absolute MOVIE from start to finish!! 🔥🔥
Big shoutout to the dream team—Samir, James, Keyon, and Celina. This crew is DIFFERENT. The vibes were on 100 the entire time!
Samir and James? Man listen… these two kept the whole boat lit nonstop—jokes, dance moves, hype energy—had everyone laughing, moving, and just living their best life. At the same time, they stayed sharp and made sure everyone was safe and good the whole trip. That balance? Elite.
Celina behind the bar? Straight magic. Drinks were hitting every single time 🍹🔥 and the lunch was just as on point. She kept everything flowing smooth like a pro.
And Captain Keyon held it DOWN—cool, steady, and in full control the whole time. You just knew you were in good hands.
If you’re thinking about booking Eagle Tour—DON’T THINK, JUST GO. 10/10 experience, unforgettable vibes, and a crew that really knows how to show you a time!
Review provided by Tripadvisor
422ameliab
Apr 15, 2026
Not really stepping on Anguilla - Ok, boat experience was wonderful! But taking us to see Anguilla from the water and not being able to go on the main land was disappointing!!! If we only knew that, we wouldn’t have booked this tour!! Paid port taxes and getting no Anguilla stamps in our passport!!
Review provided by Tripadvisor
