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Anguilla, British Virgin Islands

San Juan to Charlotte Amalie via St. Kitts

Example 8 Day Cruise aboard SeaDream II
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Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise. See the fascinating islands of the area, including St. Thomas, Tortola, and  Anguilla. Swim and snorkel in one of the most incredible landscapes in the world! Join optional excursions such as an exclusive horseback ride through Nevis Island, or dive to your heart's content as you cruise aboard the SeaDream II.

Day-by-Day Summary

Day 1 : San Juan, Puerto Rico | Embark
Day 2 : Cruz Bay, St. John
Day 3 : Charlestown, Nevis
Day 4 : South Friars Bay, St. Kitts
Day 5 : Gustavia, St. Barts
Day 6 : Sandy Ground, Anguilla
Day 7 : White Bay, Jost van Dyke
Day 8 : Charlotte Amalie, St. Thomas | Disembark


  • Visit two of St. Thomas’ most beautiful beaches
  • Explore Diamond Cay, a tiny islet surrounded by unique colorful marine life
  • Enjoy the thrill of rubbing a dolphin’s skin as you swim next to them
  • Dive in the clear turquoise waters of beautiful St. Barts


SeaDream II

Places Visited

  • Caribbean
  • British Virgin Islands
  • Charlotte Amalie
  • Cruz Bay
  • Greater Antilles
  • Gustavia
  • Leeward Islands
  • Lesser Antilles
  • Puerto Rico
  • San Juan
  • St John
  • St. Barth
  • Virgin Islands


Trip Type

  • Small Ship

Activity Level


Trip Snapshots

Iles des Saintes, Guadeloupe Anguilla, British Virgin Islands Charlotte Amalie, Saint Thomas Barbados Island, Caribbean Gustavia, St. Barts

Day 1 San Juan, Puerto Rico | Embark

Arrive in Puerto Rico and transfer to the port in San Juan. Board the SeaDream II and attend dinner as the ship sets sail.

Day 2 Cruz Bay, St. John

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Two-thirds of St. John is National Park and this is the most virgin of the U.S. Virgin Islands, blessed with many beautiful beaches and bays, fine anchorages, and verdant hills.

Day 3 Charlestown, Nevis

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Nevis is one of the favorite islands of the archipelago - explore Nevis beyond the small town to make the most of your visit! Less commercial and laidback than its large neighbor St. Kitts, Nevis, at first glimpse, offers a stunning approach with dramatic views of the potentially active volcanic Nevis Peak (3,232 feet/985 meters). 

Optional Activities: 

Charlestown - Discover Scuba: Always wanted to try scuba but never had the chance until now? Discover the "other" side of your Caribbean Paradise, the wonders of the underwater world. This is a great opportunity for those keen to try diving for the first time at a carefully selected beginner's site that provides good conditions for the novice diver. Although Nevis is famous for its deep dive sites, it's not uncommon to have a special experience at shallow sites such as "Hot Springs", "Bugs' Hole" or "The Church Reef". You may be lucky and spot a turtle, an eel, a stingray, an octopus, a spiny lobster, or even a baby shark among the reefs. From the pier, you are first taken to the dive base. You must then attend the lecture session explaining the equipment, safety, and the physiology of diving.
Duration: 3.5 hours

Charlestown - Golf at The Four Seasons: Enjoy 18 holes of golf at the world-renowned Four Seasons Resort, Nevis, playing the lush greens and challenging course designed by Robert Trent Jones II. Tee off in a lush, tropical setting and enjoy the Four Seasons championship golf experience. Enjoy dramatic views of the Resort, the Caribbean, and the neighboring island of St. Kitts. This championship golf course is considered by some to be the best course in the Caribbean.
Duration: 4 hours

Charlestown - Source Trail & Rainforest Hike: This adventure is a great and active way to see more of the island! A moderately challenging hike through a lush forest introduces you to the flora and fauna of Nevis, offering a variety of plants, trees and shrubs including bamboo, tropical fruit trees, and green velvet monkeys. Hike through the lush canopied rainforest to an ideal spot for panoramic views some 1800 feet (549 meters) above sea level. On a clear day you can observe the volcanic activity on Montserrat as well as spectacular views of neighboring islands of Antigua, Redonda, St. Kitts and Booby Island. Admire colorful traditional homes and shops and see how villagers live as you stroll through picturesque villages.
Duration: 3 hours

Charlestown - Nevis on Horseback: A short and informative drive through the sleepy villages of Nevis takes you to the stables where your adventure begins. Enjoy a thrilling but comfortable ride through the rolling countryside passing many natural and historic sites such as Ft. Ashby and Nelson's Spring before moving on to a beautiful secluded Caribbean beach with many wonderful photo opportunities. Pass Calhoun Estate and in the distance St. Thomas Anglican Church before you gently climb to Paradise Estate with the ruins of a Sugar Mill. Then descend to the secluded beach and after the beach ride travel through a lovely coconut grove. 
Duration: 2 hours

Day 4 South Friars Bay, St. Kitts

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
This particular bay is one of the two bays stretching along the coast of the isthmus connecting the Southeast Peninsula with the rest of the island of Saint Kitts. From swimming and snorkeling on the south side, to body surfing on the north, Friar's Bay offers guests several options. Many locals consider the southern beach the best on the island. If you are thirsty, no worries as there are multiple beach bars offering various food and beverage options. The island itself offers several land adventure options including the UNESCO-awarded Brimstone Fortress, zip Lines, off road adventures, and golf at the Royal St. Kitts.

Optional Activities:  

South Friars Bay, St. Kitts - Essential St. Kitts: This beautiful, scenic Yachting Land Adventure includes visits to two world-class destinations, Brimstone Hill Fortress National Park and Romney Manor Botanical Gardens, as well as an interesting drive through historical Basseterre, with brief stops. No visit to St. Kitts is complete without a visit to Romney Gardens and Caribelle Batik Studios. This 12-acre garden setting is quite simply stunning. It is at this glorious location that local artists produce the fabric and apparel for which Caribelle Batik has become widely acclaimed. The garden setting and picturesque experience is a photographer’s dream. 
Duration: 3 hours

South Friars Bay, St. Kitts - Quad Bike Adventure: After an introduction and full orientation on the use of the bikes and safety precautions, you are ready to mount the bikes for a wildly exhilarating ride. Your experienced guide leads you on a thrilling ride through cane fields and down country dirt tracks and up scenic slopes with views of neighboring islands on clear days. Be sure to bring a camera to record the breathtaking scenes. On the way you may also be able to taste local fruits in season. Then it is time once more to get back on the bikes and return to the land adventure home base. Enjoy a refreshing drink before you are transferred back to the pier.
Duration: 3 hours

South Friars Bay, St. Kitts - Sky Safari Zip-Lining: Experience the immense rush of excitement as you effortlessly sit back and fly along the lines up to 1,400 feet in length, 25 stories above the ground! A new experience of zip-lining! This is a spectacular 5-line zip-line journey based at the Historic Wingfield Estate. Your land adventure commences amongst the oldest English Settlement in the West Indies, adjacent to the spectacular grounds of Romney Manor. After a short orientation, training session and riding the trainer line, hop into a Land Rovers for a trek up the famous Valley of the Giants where you may encounter monkeys frolicking among the wild fruit trees and enjoy fantastic panoramic views of Brimstone Hill National Fortress, Old Road Village, former sugar estates, the Caribbean Sea and Mount Liamuiga, with its volcano crater ridge being the highest point in St. Kitts. Experience the next 4 zip-lines on the most technologically advanced zip-line equipment in the world, soar across the valley on a North American Engineered Cable System utilizing a cutting edge four-point paragliding harness, hands-free braking, and a patented Skyline Trolley and Catch-Block System, all certified to North American Amusement Park Standards. This zip is like no other in the Caribbean! Fly out through trees, across valleys, over a stream through tunnels of vegetation to your landing point. From the center of the valley enjoy panoramic views as you overlook the rainforest below and the coastline and sea in the distance. All you have to do is sit back, just like in a beach chair, and enjoy the experience!
Duration: 3 hours

South Friars Bay, St. Kitts - Fortlands by Segway: Enjoy a fun ride that takes in some history, views, and garden. The tour commences with a brief 10-minute training session at Port Zante for the two-wheel segway. Following the orientation ride across the Bay Front where you can view various sites such as the local food market where farmers and fishermen ply their trade and a black volcanic sand beach. After riding along the Bay Front, the first stop is at the serene Palm Court Gardens where patrons are afforded the opportunity to enjoy phenomenal views of Basseterre and take in the green atmosphere provided by the botanical garden. The Palm Court Gardens is also home to the renowned Shell Works Boutique which offers for purchase beautiful creations made from local materials such as driftwood, mother of pearl, sugar cane, sand, and tree roots. Upon leaving the garden, you are taken back into time with a tour of the historical Fortlands area with the War Memorial which honors all those soldiers who fought and died in World Wars I and II. You are also treated to some local delicacies at the War Memorial after which you begin the trek back to Port Zante.
Duration: 1.5 hours

South Friars Bay, St. Kitts - Royal St. Kitts Golf: Enjoy18 holes of golf at the prestigious Royal St. Kitts Golf Course, perfectly located between the tranquil Caribbean Sea and the Atlantic Ocean. This is one of the Caribbean’s championship golf courses - re-designed by the renowned Canadian Golf course architect Thomas Mc Broom. This course boasts 125 acres of the best-conditioned lush green grass while you play two full holes on the Caribbean Sea and three complete holes on the Atlantic Ocean. This extraordinary layout includes water hazards on 10 holes, 80 bunkers, and a multitude of trees along the Atlantic Ocean. The Royal St. Kitts Golf Club offers the very best for the beginner to the professional player. The Golf Club is located in the scenic Frigate Bay area, just 10 minutes’ drive from Port Zante.
Duration: 5 hours

Day 5 Gustavia, St. Barts

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
St. Barts is perhaps the most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer, including shopping only steps away from the pier, incredible beaches, resorts, restaurants and activities both day and night.  

Optional Activities: 

Gustavia - Blue Cat Snorkel Adventure: Today's Yachting Land Adventure serves up loads of colorful marine life and affords an opportunity to snorkel in the clear blue waters off the coast for approximately one hour. The journey to and from the snorkeling area is equally enjoyable as the motorized cat is covered for those not wishing too much sun. Snacks, water, and soft drinks are served en route and after snorkeling, the crew breaks out cold beer and rum punch as well. This is a great way to enjoy the gorgeous Caribbean waters with time to spare for exploring beautiful St. Barts.
Duration: 2 hours

Gustavia - Pointe de Colombier Catamaran sail: Board a beautiful Catamaran and set sail for a lovely, leisurely cruise in direction of “Pointe de Colombier” and its sheltered bay. En route, enjoy a scenic panorama, while passing the mega yachts at anchor. Once at anchor in Colombier Bay, you are able to enjoy sunbathing, snorkeling, bathing in the warm waters of the bay, or just relaxing on the trampoline net. The helpful crew is there to assist you at all times and mineral water, soft drinks, beer, and rum punch keep you refreshed. Upon return to Gustavia you may choose to stay and explore the town or if you prefer, you may return to the ship.
Duration: 3 hours

Gustavia - Dive St. Barts - One Tank: Today's Yachting Adventure welcomes you to dive in the clear turquoise waters of St. Barts. The Marine Park is filled with colorful marine life such as sea turtles, stingrays, barracudas, angelfish and much more. The journey to and from the dive area is equally enjoyable as the motorized cat is covered for those not wishing too much sun. After a briefing on dive conditions, you are guided by a PADI dive master or instructor. All equipment and transportation are provided for you. Based on time and conditions, a two-tank dive may be available on request.
Duration: 2 hours

Gustavia - ATV Island Adventure: See St. Barts from a different point of view - atop your own 4-wheel, automatic, All Terrain Vehicle. A short walk or boat ride from the tender landing (on the opposite side of the harbor) takes you to the vehicles, where you don your helmet (must be worn) and take off to explore the island. Leaving the harbor of Gustavia, your guide in the lead takes the road above the harbor and through St. Bart's villages. The ride makes its way to St. Jean near the airport passing the famous “Col de la Tourmente” where you may come across a plane landing - a great photo stop! Just after the airport, the ATVs go around the pond of St Jean and climb up the hill that is overlooking Salines. Continuing via the valley of “Petite Salines”, the ride arrives in “Grand Fond”, overlooking the Atlantic Ocean. View dramatic scenery, dominated on the left by the “Morne Vitet”, the highest mountain on the island (286m) with a deep green valley and the blue and white of the raging ocean. The group continues along the water towards Toiny and later towards Lorient and its famous cemeteries, Saint-Jean and its sea resort -style with shops and restaurants, and makes it up to the top of “Lurin” before going down to Gustavia. The ride goes up back on the road and slowly drives down towards Gustavia harbor. This complete island adventure takes you all around the island, and still allows time for shopping and exploring before or after. This is a great way to explore one of the most popular islands in the Caribbean.
Duration: TBA

Gustavia - St. Barts Semi-Submersible - "Under The Sea": No matter what your plans are for St. Barts, do not miss a trip below water level! The trip into the Marine Park is short but exciting and also combines well with all the other activities on the island! After boarding, step down into the tunnel-like hull for a seat in front of the underwater windows. If you wish, you may be able to stay outside on the upper deck. As you reach the edge of the harbor you should be able to see some of the many green turtles that have chosen to live in the island's clean little harbor. Shortly thereafter, the vessel passes over the wreck of the 50-foot island freighter "Marignan" that sunk during hurricane "Luis" in 1995. Continue across the Saint Barth Marine Park and marvel at the lively underwater parade in front of you. Here, the sea bottom is full of colorful coral reefs that are gently invaded by troops of "sergeant majors" fish. Following this spectacle, it is time to head back to the pier. You may decide to stay outside on the upper deck from where you can enjoy views of the many beautiful yachts and breathtaking shores of Saint Barts. Join in on this fun and colorful adventure for all ages.
Duration: 1 hour

Day 6 Sandy Ground, Anguilla

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
This British Overseas Territory is becoming more popular due to the incredible resort options as well as world-recognized beaches and incredible golf. 

Optional Activities: 

Sandy Ground, Anguilla – The Dolphin Encounter: Start this once-in-a-lifetime experience with a 15-minute orientation seminar and learn some interesting facts about dolphins, followed by specific instructions from the training staff on what to expect when you enter to swim with the dolphins. Following the orientation, the professional trainers take you dockside before you enter the water for 45 minutes of pure happiness. Enjoy the thrill of gently rubbing the dolphin’s skin as you swim next to these gentle creatures. 
Duration: 2.5 hours

Day 7 White Bay, Jost van Dyke

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Jost van Dyke is the BVI’s barefoot island. Its population depends on the month – typically 250-300. Enjoy Champagne and Caviar in the surf followed by an amazing BBQ Luncheon. A hike is always offered to guests to visit the famous Foxy’s Bar at Great Harbour (hopefully the boutique is open) or you can stroll a few meters down the beach to the Soggy Dollar Bar. Snorkel equipment is provided as well as some water toys!

Optional Activities: 

White Bay, Jost van Dyke – National Park Snorkel Adventure: From your yacht marina, board a motor snorkel boat and cruise throughout the Jost van Dyke collection of islands. The vessel anchors off Sandy Spit National Park, where you can snorkel and swim over a fascinating reef. Then it’s anchors aweigh, and head for Diamond Cay - a tiny islet completely surrounded by powdery white sand, azure-blue waters, and an underwater world filled with colorful marine life. Swim, snorkel or sun directly off the boat before returning to the ship’s anchorage.
Duration: 3 hours

Day 8 Charlotte Amalie, St. Thomas | Disembark

  • 1 Breakfast
The capital and largest city in the U.S. Virgin Islands, Charlotte Amalie has two ports of call for cruise vessels, Havensight and Crown Bay. The island has loads of history, beautiful beaches, a fantastic golf course, and incredible shopping options. Disembark after breakfast. Transfer to the airport for your continued independent journeys.

Optional Activities:

Charlotte Amalie, St. Thomas – Golf at Mahogany Run: This championship par-70, 18-hole golf course, designed by Tom Fazio, overlooks the Caribbean Sea with sweeping views of the British Virgin Islands, and features the "Devil's Triangle," a three-hole challenge that often stumps the best of golfers.
Duration: 5 hours

Charlotte Amalie, St. Thomas – Paradise from Above: The Bell jet aircraft offers guests a ride of a lifetime. The trip soars along the south shore of St. Thomas USVI, over Pillsbury Sound, USVI and St. John, USVI, plus a view across to the British Virgin Islands. During the flight enjoy a recorded narration and there is also an override switch allowing you to speak with the pilot for a more personalized trip. A 6-person minimum is required to operate the flight. 
Duration: 1 hour

Charlotte Amalie, St. Thomas – Downtown Shopping and Highlights of St. Thomas: Head to downtown Charlotte Amalie for 2 hours of unparalleled duty free shopping for jewelry, electronics, liquor, cosmetics and more before meeting up with your driver at a pre-arranged time to go on a scenic drive to see the highlights of St. Thomas. Grab your camera and ride to the highest point on St. Thomas - the newly reopened, world famous Mountain Top, offering fantastic views from their observation deck of the nearby British Virgin Islands, as well as unique shopping for local wares. Go on a ride to Drakes Seat, move on for a scenic picturesque ride at famous Skyline Drive, and head to Beacon Point where you have great views of St. John and Tortola. Last stop is the famous Overlook before you head back to the ship.
Duration: 3-4 hours

Charlotte Amalie, St. Thomas – Two Beaches and Island Drive: On this unique Land Adventure, visit two of St. Thomas’ most beautiful beaches on two different sides of the island. Your land adventure begins as you travel along Skyline Drive, witnessing breathtaking panoramas of Charlotte Amalie harbor, the Caribbean Sea, and the British Virgin Islands, en route. Continue on to Magens Bay, where you enjoy approximately one hour of sun and fun in the crystalline waters, white sandy beaches, and palm-fringed coastline of this magnificent heart-shaped beach. After relaxing at the beach, your land adventure continues with a scenic drive that brings you to Secret Harbor which is a boutique beachfront resort on the US Virgin Island of St. Thomas. Situated on a palm-tree shaded swimming/snorkeling beach with pristine Caribbean blue water and sugary sand, Secret Harbor offers tranquility and watersport activities with superb amenities. 
Duration: 4 hours

SeaDream II

Per person starting at
Yacht Club Deck Stateroom
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Yacht Club Deck 2 Stateroom
Ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.
Yacht Club Deck Stateroom
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Yacht Club Deck 3 Stateroom
Picture window ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.
Yacht Club Deck Stateroom
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Yacht Club Deck 4 Stateroom
Picture window ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.
Commodore Suite on the Sea Dream
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Commodore Suite Deck 2
Comfortably appointed ocean view suite with a choice of two twin beds or a queen size bed. Cabin size: 390 sq. ft. / 36.23 sq. meters.
Commodore Suite on the Sea Dream
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Commodore Suite Deck 3
Comfortably appointed ocean view suite with a choice of two twin beds or a queen size bed. Cabin size: 390 sq. ft. / 36.23 sq. meters
Admiral Suite on the Sea Dream
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Admiral Suite
Suite with partitioned living and dining areas with ½ guest bath and closet. Separate and private en-suite master bedroom with permanent queen bed. Cabin size: 375 sq. ft. / 34.8 sq. meters.
Owner's Suite on the Sea Dream
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Owner's Suite
Premium suite includes a separate master bedroom suite with a permanent queen size bed. Cabin size: 447 sq. ft. / 41.53 sq. meters.


Please Note: Fares are capacity controlled and may change without notice. All fares are posted in USD and are based off of double occupancy. Single and triple rates are available upon request.

Cruise fares do not include Governmental, Port, Document Issuance, Handling and Service fees. Please see pricing for additional fees.

Please note: Optional Activities are NOT included in this cruise-only rate. Contact us for details.

- All guests are required to have a valid passport while onboard. 

Rates Include:
  • Accommodations
  • All gourmet meals
  • Wine with lunch and dinner
  • Open bar with selected premium brands
  • Gratuities
  • Use of water toys
  • Mountain bikes
  • Golf simulator
  • DVDs and more
Rates Exclude:
  • Optional land adventures. Contact us for pricing.
  • Air and ground travel arrangements
  • Spa treatments
  • Certain select premium liquor and wine cellar selections
  • Individual caviar requests
  • Communication costs
  • Use of satellite telephone
  • Internet access
  • Boutique purchases
  • Medical services
  • Casino play
  • Laundry
  • Government, Port, Document Issuance, Handling & Service fees
Payment & Cancellation Policies
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Kate was great to work with in the planning stage. She was prompt, helpful, and efficient. Our tour guide, Edwin, was knowledgeable and passionate. We were very happy to have traveled with Adventure Life, it made the trip easy and a true pleasure. We could concentrate on enjoying the experience rather than the details of travel.
Lisa Bridge

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