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Explore the famous rock formations of the baths

A Colorful Caribbean Time-Out

San Juan Roundtrip - Example 8 Day Cruise aboard Sea Cloud Spirit
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Join an 8-day Caribbean journey starting in San Juan, where the city's enduring strength against historic invasions shines through its monumental forts—La Fortaleza, Fort San Felipe del Morro, Fort San Juan de la Cruz, and Fort San Cristóbal—guarding UNESCO World Heritage-listed "Old San Juan." Explore the Spanish colonial treasure trove with vibrant facades and salsa-filled streets. Experience the city's resilience against time and adversity as you wander along its blue cobblestone streets. Discover the heart of Puerto Rico's capital, where each building narrates a saga of battles and triumphs. Delve into the magnetic energy of this Caribbean gem, where history meets contemporary zest. From the imposing fortifications to the spirited plazas, Old San Juan beckons with tales of yesteryear.
The looming fort walls of San JuanSan Juan, Puerto RicoStroll along the beaches of Puerto RicoWander the colorful streets of San JuanExplore the famous rock formations of the bathsVisit beautiful Norman IslandExplore colorful GustaviaGustavia Harbor in St. BarthsExplore the famous rock formations of the baths
  • Wander Old San Juan's historic forts and streets
  • Experience spontaneous salsa dancing in local cafes
  • Navigate the stunning British Virgin Islands' bays and beaches
  • Explore the unique rock formations at "The Baths" on Virgin Gorda
Activity Level: Variable
Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.

Full Itinerary

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Day 1: San Juan, Puerto Rico | Embark

In the heart of San Juan, impressive fortifications like La Fortaleza, Fort San Felipe del Morro, Fort San Juan de la Cruz, and Fort San Cristobal stand as a testament to the city's centuries-long reputation for impregnability. These forts protected the old town and helped secure its UNESCO World Heritage status in 1983. Step into "Old San Juan," a vibrant Spanish colonial enclave that resembles scenes from a picturesque storybook. The restored facades adorned with balcony flowers and the sparkling cobblestone streets create a captivating atmosphere. As you explore the city, the rhythmic beats of salsa music fill the air in nearly every cafe, tempting you to join in spontaneous dancing. San Juan's rich culture and strong history make it a memorable experience.

Day 2: North Sound, Virgin Gorda

Explorers once battled in the Sir Francis Drake Channel. Today, the waters around the British Virgin Islands rank among the world's top sailing destinations. With stunning bays, beautiful beaches, perfect anchoring spots, upscale yacht clubs, and charming beach bars, the islands attract many sailors. On Virgin Gorda, named "The Fat Virgin" by Columbus because of its shape, you can visit "The Baths" in the National Park. Large granite formations, smoothed and polished over time, form a maze of giant boulders on the beach and in the water.

Day 3: Norman Island, British Virgin Islands

It almost seems as if no other career choice than pirate was possible in the 17th and 18th centuries in the British Virgin Islands. Jost van Dyke, Blackbeard, and Francis Drake—they all went on the prowl in the Dream Territory during the golden age of privateering. Norman Island was named after the pirate captain Norman, who allegedly hid his treasures there and inspired Robert Louis Stevenson to write his adventure novel “Treasure Island." If you dig a little in the fine sand on the uninhabited private island today, you probably won’t discover any gold coins, but you will discover an equally valuable treasure: deep Caribbean relaxation.

Day 4-5: Gustavia, St. Barthelemy

St. Barthelemy, affectionately known as St. Barths by most, already had many "owners" before the Lesser Antilles were acquired by France in 1877. When the first estate was acquired by banker David Rockefeller in 1957, the island's future was finally sealed. It became a refuge for the international jet set and an elegant holiday paradise for many Hollywood stars. For over 40 years, St. Barths has cultivated a luxurious lifestyle with a Caribbean laissez-faire approach. You can stroll through the charming main town of Gustavia, whose beautifully restored houses and colonial facades look out over the sea with its elegant superyachts, browse in the shops for precious items, or enjoy a sundowner in the picturesque harbor surrounded by clusters of high-class bars and restaurants.

Day 6: St. John’s, Antigua

St. John’s is the capital of this small island in the Antilles, a former British colony. From Shirley Heights in the south, you have a fantastic view over the English harbor and Nelson's Dockyard, an old restored shipyard named after the Admiral. Visit Betty's Hope, a restored sugar mill where "white gold" would have been processed during the island's bitter past. Now, sweet black pineapples grow in the gently rolling landscape around Boggy Peak. The coast is lined with bays and lagoons, dazzling white palm-filled beaches—one for every day of the year—and an almost unbroken coral reef.

Day 7: Cruz Bay, St. John

If you ask about St. John, the answers are stacked with superlatives. The island is the smallest, the most original, the most relaxed, and simply the most beautiful of the American Virgin Islands, they say. Indeed, the breathtaking Virgin Islands National Park stretches over two-thirds of St. John, from the velvety soft palm beaches to the lush green tropical forests of the hilly countryside. Cruz Bay is the colorful port city of the Antilles: its colonial houses today remind us of the sweet life of the Danish sugar barons – and the hard fate of their slaves.

Day 8: San Juan, Puerto Rico | Disembark

The fact that San Juan was considered impregnable for centuries was due, not least, to its imposing fortifications. La Fortaleza, Fort San Felipe del Morro, Fort San Juan de la Cruz, and Fort San Cristóbal protected San Juan from attacks and ensured that its old town was included in the UNESCO World Heritage List in 1983. "Old San Juan" is a Spanish colonial town like out of a picture book: the brightly colored facades have been lovingly restored and shine with balcony flowers and blue shimmering cobblestones. Salsa music can be heard in almost every cafe, encouraging spontaneous dancing.


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Dates & Prices

My Preferred Start Date

Per person starting at
$7,500 2-3 travelers
Superior single cabins, outside
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Superior Single Stateroom
Superior Single Cabins (approx. 140 sq. ft.) are equipped with a built-in single bed, closet chair, and dressing table. The bathroom is equipped with a shower and golden fixtures. These are located on the Cabin Deck.
Superior cabins, outside
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Superior stateroom (approx. 183 sq. ft.) is equipped with a California king bed (2 mattresses), seating with table, closet, seating with table, and dressing table. The spacious bathroom is equipped with a shower and golden fixtures. These cabins have portholes and are located on the Cabin Deck.
De luxe cabins, outside
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Deluxe Stateroom
Deluxe Cabins (approx. 215 sq ft) are equipped with a California king bed, 71 in. x 79 in. (2 mattresses), a small comfortable sitting corner with a chair or couch and a table as well as a dressing table, bureau and wardrobe. The spacious bathroom is equipped with a sink, shower and WC. These cabins have portholes and are located on the Cabin Deck.
De luxe lido cabins, outside
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Grand Stateroom
Grand Stateroom (approx. 194 sq. ft.) is equipped with a double bed (two single beds), closet, chair with table, dressing table, WiFi, TV, telephone, hair dryer, minibar, coffee machine, and safe. The spacious bathroom is equipped with a shower and golden fixtures. These cabins are located on the Lido Deck.
Junior suites with balcony
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Junior Veranda Suite
Junior Veranda (approx. 237 sq. ft.to 65 sq. ft. including balcony) is located on the Veranda deck and offers a private balcony and twin arched windows. The cabins include a California king bed, walk-in closet, sofa, chair with table, dressing table, WiFi, TV, telephone, hair dryer, minibar, coffee machine, and safe. The bathroom is equipped with a shower, bathtub, and golden fixtures.
Suites with balcony
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Veranda Suite
Veranda Suites are located on the Veranda Deck, approximately 301 sq. ft. of luxury living space with an 86 sq. ft. balcony. Features include a marble bathroom with shower, bathtub, and golden fixtures, along with a California king bed, walk-in closet, L-shaped sofa with full-sized fold-out bed, dressing table, WiFi, TV, telephone, hair dryer, minibar, coffee machine, and safe.


Rates are based on double occupancy. A limited number of cabins can be booked for individual use for an additional charge.
  • 7 Breakfasts, 6 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Gratuities
  • Port Fees
  • Welcome and Farewell Cocktails   
  • Welcome champagne in the suite/stateroom
  • Daily fresh fruit basket in suite/stateroom
  • All coffee, tea specialties and soft drinks
  • Bottled water on the excursions
  • Fine wines from renowned winemakers
  • Open bar (except premium brands)
  • Beach barbecues in select destinations
  • Marina platform with use of water sports equipment such as snorkel gear, stand-up paddleboards, and towable tube (weather permitting)
  • Laundry service in suites
  • Curated moments
  • All meals including nightly 4-course menu and a 5-course gala dinner
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Wifi


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Everything was amazing! The planning with Adventure Life went smoothly. The actual trip was fantastic! One of the best trips I have experienced. The cruise staff members were knowledgeable and attentive. I will be writing more about this on the blog!
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