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Caribbean Trips in 2022

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Sailing in Boston
$5,599
EXPLORE

Boston, MA to Nassau, Bahamas

16 Day Itinerary aboard M/V Victory I
  • Admire Boston's innovation
  • Discover Provincetown
  • Visit Newport
  • Explore Montauk
Starts/ Ends in:
Boston / Nassau
Activities:
Small Ship Cruise, Spa & Relaxing
Activity Level:
Relaxed
Sail on this 16-day itinerary cruising the seaboard from bustling Boston to beachy Nassau aboard M/V Victory I. With stops in Baltimore, Charleston, West Palm Beach, and more, this journey has been handcrafted to sample the Eastern cities of the United States as you head to your final destination …
Cruise Details
0
Dock going out into the crystal blue ocean
$1,580
Savings
EXPLORE

Antigua to Barbados

8 Day Itinerary aboard Royal Clipper
  • Enjoy Grenada's unique aromas
  • Discover Falmouth Harbour, Antigua
  • Enjoy the beach in ÎIes des Saintes
  • Explore lush St. Lucia Island
Starts/ Ends in:
St. John's / Bridgetown
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Swim and snorkel amidst the beautiful, pristine waters of the Caribbean Sea on this 8-day expedition aboard Royal Clipper. Sail away from your everyday life and find tropical bliss in the islands. From the stunning drama of the spectacular Pitons at St. Luciato the captivating charm of Les Saintes, …
Cruise Details
0
White Sand Beach in Barbados
$1,580
Savings
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts,Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day.From the horseshoe-shaped Carenage at St. …
Cruise Details
0
Bright blue waters of the Caribbean
$1,360
Savings
EXPLORE

Grenadine Islands

7 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Take in Grenada's unique aromas
  • Discover Tobago Cays
  • View Bequia's waterfront
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Snorkeling
Activity Level:
Relaxed
Experience tropical life with a refined twist on this incredible 7-day cruise aboard the tall ship Royal Clipper. Lush mountains, rain forests, volcanic crater lakes, mangroves, beautiful beaches, and delicate coral reefs are hallmarks of this coveted destination. Enjoy a wonderful journey of …
Cruise Details
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Beautiful beach in Dominica
$1,520
Savings
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
0
Pink beach huts in the Caribbean
$1,580
Savings
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
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Tropical waterfall and turquoise pool in lush forest
$1,520
Savings
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
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The Southeast Peninsula of Saint Kitts with Nevis in the Background
$2,110
EXPLORE

Treasure Islands

St. Maarten Roundtrip - 7 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, make your way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
0
Pelicans hanging out in the ocean
$9,870
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud (LI)
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
0
Cuba homes in Havana
$6,940
EXPLORE

Havana to Cienfuegos

11 Day Itinerary aboard Sea Cloud II
  • Stroll the Malecon in Havana
  • Snorkel and swim at Maria la Gorda
  • Explore beautiful Cienfuegos
Starts/ Ends in:
Havana / Cienfuegos
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Get a glimpse into the history, culture, and lifestyle of modern Cuba with this 11-day cruise from Havana to Cienfuegos aboard Sea Cloud II. Stroll down the famed Malecon promenade in Havana and soak in the distinctive spirit of the city. Snorkel and swim the crystal clear waters of Maria la Gorda, …
Cruise Details
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Parque Marti in Cienfuegos, Cuba
$6,985
EXPLORE

Havana to Santo Domingo

13 Day Itinerary aboard Sea Cloud II
  • Stroll down the Malecon
  • Snorkel and swim at Maria La Gorda
  • Visit banana farms in Jamaica
  • Marvel at historic Santo Domingo
Starts/ Ends in:
Havana / Santo Domingo
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board Sea Cloud II for this 13-day cruise from Havana to Santo Domingo. Visit highlights of Cuba, including Cienfuegos, with its colonial architecture; Maria La Gorda, with its clear waters and colorful coral reefs; and, of course, historic Havana, with the famous Malecon promenade. Visit Port …
Cruise Details
0
Bright blue waters of the Caribbean
$4,140
Savings
EXPLORE

Bridgetown to Fort Lauderdale

9 Day Itinerary aboard Silver Wind
  • See Conception Island's wildlife
  • Visit Devil’s Bay National Park
  • Marvel at Barbuda's frigatebirds
  • Dip in the hot springs of Roseau
Starts/ Ends in:
Bridgetown / Fort Lauderdale
Activities:
Small Ship Cruise, Wildlife Viewing
Activity Level:
Relaxed
Experience the Caribbean as never before during this 9-day cruise from Bridgetown to Fort Lauderdale. Certainly there will be time for lazing on white sandy beaches and enjoying coral reefs and the clear, shallow waters of countries such as Dominica, St. Vincent and Antigua. But the Caribbean is so …
Cruise Details
0
Enjoy a ride around the islands.
$1,399
EXPLORE

Bahamas Sailing Adventure

7 Day Itinerary aboard Liberty Clipper
  • Explore the Out Islands
  • Learn how to sail and steer
  • Encounter unique wildlife
  • Kayak, snorkel, or paddle board
Activities:
Kayaking, Sailing Schooner, Snorkeling, Stand Up Paddle Board, Wildlife Viewing
Activity Level:
Relaxed
Set sail for new horizons on a barefoot 7-day cruise in the Bahamas. On the 125-foot schooner, the tall ship Liberty Clipper, explore the Out Islands of the Bahamas from this majestic windjammer. Be welcomed aboard by expert crew who are there for your safety and enjoyment. From qualified Captains …
Cruise Details
0
Relax on the beaches of the Caribbean
$5,640
EXPLORE

Caribbean: Round-trip Philipsburg

10 Day Itinerary aboard Sea Cloud
  • Snorkel the British Virgin Islands
  • See luxurious St. Barths
  • Watch stunning sunsets
  • Explore charming Soufriere
Starts/ Ends in:
Philipsburg / Gustavia
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 10-day round-trip cruise from Philipsburg in St. Maarten. As you sail, visit the charming port cities and remote coves of Gustavia, Virgin Gorda and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. …
Cruise Details
0
Kayaking in Cuba
$3,190
EXPLORE

Cuba Kayaking West Tour

8 Day Itinerary
  • See Cuba's great cities
  • Visit the Bay of Pigs
  • Kayak and snorkel in Cuba
  • Enjoy unique architecture & cuisine
Activities:
Homestay, Kayaking, Land, Snorkeling
Activity Level:
Easy Active
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves. The country's music and art draw from these diverse influences. Cuba has also exerted an …
Tour Details
0
Spot monkeys in the rainforest canopy
$13,680
Savings
EXPLORE

Fortaleza to Bridgetown

22 Day Itinerary aboard Silver Wind
  • Visit the Forte do Castelo in Belem
  • Marvel at Giant Water Lilies
  • Tour the city of Georgetown
  • Observe wildlife
Starts/ Ends in:
Fortaleza / Bridgetown
Activities:
Local Market, Small Ship Cruise, Urban Exploration, Wildlife Viewing
Activity Level:
Relaxed
Travel north from Fortaleza all the way to the Caribbean, taking in some spectacular sights – and sites – along the way. Everything you could possibly want from Brazil is on this voyage – Zodiac expeditions into the mighty Amazon jungle, gastronomic excellence, unprecedented …
Cruise Details
0
Gatun Lock of the Panama Canal
$3,430
Savings
EXPLORE

Panama Canal: Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts/ Ends in:
Bridgetown / Balboa
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
0
$4,699
EXPLORE

Southern Coastal Charm

Roundtrip Amelia Island - 12 Day Itinerary aboard M/V Victory I
  • Experience Jacksonville hospitality
  • Visit Amelia Island
  • Explore Brunswick
  • See Beaufort
Starts/ Ends in:
Jacksonville / Amelia Island
Activities:
Small Ship Cruise, Spa & Relaxing
Activity Level:
Relaxed
From the historic South to pristine beaches, a voyage from the Southeast coast to The Bahamas delivers just the right balance of excitement and relaxation. Charleston and Savannah offer a glimpse into coastal Southern living and architecture, while the islands of The Bahamas feature a tropical …
Cruise Details
0
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