Caribbean Sea Sailing Trips & Packages Tours & Trips

6 Caribbean Sea Sailing Trips & Packages trips. Tours from 4 tour companies. 0 reviews.

6 Trips match your criteria (1 - 6 shown)

Sailing the Caribbean
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Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Sail the sparkling Caribbean Sea
  • Aboard the historic square-rigger Sea Cloud.
  • Snorkel in pristine coral reefs
  • Swim in tropical lagoons
  • Explore secluded cays and beaches.
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Themes

50 Plus, Sailing, Small Ship Cruise

What travelers are saying

"We booked a National Geographic expedition Holland and Belgium by River. The promotional literature promised a 14-day deposit refund window. The “invoice” was marked “non-refundable” deposit. We completed the National Geographic Traveler Information. About 8 days later we received the “Travel Agreement” to be signed. We both approved and signed the National Geographic documents. A Cruise Line Travel agreement was enclosed but had no signature line. This document contained language which was unacceptable. We submitted the signed NatGeo documents. The following day we canceled the trip due to the unacceptable Cruise Line language. Cancellation was made 12 days after booking and no deposit was returned. We were told on the phone that the refund deadline was triggered by the 14 day window OR signatures on the Travel Agreement which ever came first. This was NEW information. To date, we have received NO refund of our $1000. We cancelled our trip within the advertised 14 day window."

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Miami to Miami
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Large Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visiting Cayman Islands
  • Key West Island
  • Mayan ruins in the Yucatan including Chacchoben and Kohunlich
  • 10 day Ocean cruise with 6 star amenities

Themes

Cultural, 50 Plus, Small Ship Cruise

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Tamarind by Elegant Hotels and Antigua
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Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Explore Antigua
  • Visit historic plantations and local art workshops
  • Visit local music and excellent fresh fish

Themes

Nature & Wildlife, High Adventure

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

Trip dates & details
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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Blue Waters Resort break
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Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Play a round of golf at Antigua's only PGA rated course, Cedar Valley Golf Club, just 5 km (3 miles) away from Blue Waters Resort.
  • The Cove restaurant is situated high above the cliffs, giving a unique dining experience over the Caribbean Sea.
  • The resort is set in 17 acres of tropical gardens, which can be explored with the head gardener, John on a private tour.
  • Book a sail at sunset or lobster lunch cruise to get the most out of the tranquil ocean setting.
  • Complimentary water bottles for all guests and excellent attitude to sustainability.

Themes

Nature & Wildlife, Sailing, Yoga, Meditation & Wellness, Relaxing Retreats, Golf

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

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Hikes and Boat Trips in Martinique
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Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Enjoy a guided hike Explore the beautiful nature on Martinique. Have fun during a boat trip and sailing day. Relax at the beach Enjoy a typical Caribbean evening.

Themes

Nature & Wildlife, Hiking & Walking, Sailing, National Parks

What travelers are saying

"We wanted a very customized culinary and art tour of Paris and France and found French Side Travel who took us under their wings and designed a most magnificent and memorable trip for us. I ended up planning a ten-day trip with Karen Hendricks in January and February 2024, and we then continued customizing it until we left Paris on September 20th. We booked the trip around my 90-year old MIL’s particular desires, tastes and fancies, and we had to make changes along the way to accommodate her changing needs. Humongous kudos to Karen for planning an impressive, impeccable truly unique, and varied trip and to Christopher Bourguignon for his extraordinary hands-on handling of our trip and ability to swerve as needed. We also especially appreciated our Paris driver Jerome, who took such excellent care of us. We spent six days in Paris and five in Provence. We stayed in unique luxury boutique hotels and villas that all gave us exceptional service. We had the most accommodating and truly amazing tour guides who all took extraordinary care of my MIL. We had an airport guide who expertly whisked us through CDG. We enjoyed a trip of a lifetime through French Side Travel."

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Short Tour to Martinique
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Self-Guided / Independent Tour
Lodging level
Basic - 2 star
Physical level
Very Easy
Trip pace
Flexible schedule

Highlights

  • Discover Martinique’s most beautiful islands by boat.
  • Snorkel in the crystal-clear Caribbean Sea.
  • Explore Chancel islet by horse-drawn carriage or jeep.
  • Learn more about Martinique’s rich history and culture through experienced local guides.
  • Enjoy Martinique at your own pace with a rental car.

Themes

Nature & Wildlife, Local Immersion & Homestays, National Parks

What travelers are saying

"We wanted a very customized culinary and art tour of Paris and France and found French Side Travel who took us under their wings and designed a most magnificent and memorable trip for us. I ended up planning a ten-day trip with Karen Hendricks in January and February 2024, and we then continued customizing it until we left Paris on September 20th. We booked the trip around my 90-year old MIL’s particular desires, tastes and fancies, and we had to make changes along the way to accommodate her changing needs. Humongous kudos to Karen for planning an impressive, impeccable truly unique, and varied trip and to Christopher Bourguignon for his extraordinary hands-on handling of our trip and ability to swerve as needed. We also especially appreciated our Paris driver Jerome, who took such excellent care of us. We spent six days in Paris and five in Provence. We stayed in unique luxury boutique hotels and villas that all gave us exceptional service. We had the most accommodating and truly amazing tour guides who all took extraordinary care of my MIL. We had an airport guide who expertly whisked us through CDG. We enjoyed a trip of a lifetime through French Side Travel."

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